Domino-Ring Opening-Cyclization (DROC) of Donor-Acceptor (DA) Cyclopropanes

A New Golden Age for Donor-Acceptor Cyclopropanes

(2014) Tobias F. Schneider et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

A Route to Highly Functionalized β-Enaminoesters via a Domino Ring-Opening Cyclization/Decarboxylative Tautomerization Sequence of Donor–Acceptor Cyclopropanes with Substituted Malononitriles

(2014) Manas K. Ghorai et al.   ORGANIC LETTERS

Diastereoselective Synthesis of Functionalized Tetrahydrocarbazoles via a Domino-Ring Opening–Cyclization of Donor–Acceptor Cyclopropanes with Substituted 2-Vinylindoles

(2014) Ranadeep Talukdar et al.   ORGANIC LETTERS

A one-pot domino synthesis and discovery of highly functionalized dihydrobenzo[b]thiophenes as AChE inhibitors

(2013) Veerappan Jeyachandran et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

An efficient synthetic route to carbocyclic enaminonitriles via Lewis acid catalysed domino-ring-opening-cyclisation (DROC) of donor–acceptor cyclopropanes with malononitrile

(2013) Manas K. Ghorai et al.   CHEMICAL COMMUNICATIONS

Duality of Donor-Acceptor Cyclopropane Reactivity as a Three-Carbon Component in Five-Membered Ring Construction: [3+2] Annulation Versus [3+2] Cycloaddition

(2013) Yulia A. Volkova et al.   CHEMISTRY-A EUROPEAN JOURNAL

Anticancer evaluation of some newly synthesized N-nicotinonitrile derivative

(2013) Ahmed H. Shamroukh et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Structure–Activity Relationship and in Vitro and in Vivo Evaluation of the Potent Cytotoxic Anti-microtubule Agent N-(4-Methoxyphenyl)-N,2,6-trimethyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-aminium Chloride and Its Analogues As Antitumor Agents

(2013) Aleem Gangjee et al.   JOURNAL OF MEDICINAL CHEMISTRY

Enantioselective Synthesis of 4,5-Dihydropyrroles via Domino Ring-Opening Cyclization (DROC) of N-Activated Aziridines with Malononitrile

(2013) Manas K. Ghorai et al.   JOURNAL OF ORGANIC CHEMISTRY

Copper-Catalyzed Highly Enantioselective Cyclopentannulation of Indoles with Donor–Acceptor Cyclopropanes

(2013) Hu Xiong et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Enaminonitriles in Heterocyclic Synthesis: A Route to 1,3-Diaryl-4-aminopyrazole Derivatives

(2013) Hanadi Medrasi et al.   MOLECULES

Concise total syntheses of (±)-noruleine and (±)-uleine

(2013) Süleyman Patir et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

The Alkynyl Moiety as a Donor for Donor–Acceptor Cyclopropanes

(2013) Stefan Haubenreisser et al.   ORGANIC LETTERS

Donor-Substituted Nitrocyclopropanes: Immediate Ring-Enlargement to Cyclic Nitronates

(2013) Christian D. Schmidt et al.   ORGANIC LETTERS

Tetrahydroquinolines and Benzazepines through Catalytic Diastereoselective Formal [4 + 2]-Cycloaddition Reactions between Donor–Acceptor Cyclopropenes and Imines

(2013) Phong M. Truong et al.   ORGANIC LETTERS

KG-60-Piperazine as a New Heterogeneous Catalyst for Gewald Three-Component Reaction

(2013) Esmail Rezaei-Seresht et al.   SYNTHETIC COMMUNICATIONS

Solventless convenient synthesis of new cyano-2-aminopyridine derivatives from enaminonitriles

(2013) Didier Villemin et al.   TETRAHEDRON LETTERS

Multicomponent Synthesis of Pyrroles from Cyclopropanes: A One-Pot Palladium(0)-Catalyzed Dehydrocarbonylation/Dehydration

(2012) William J. Humenny et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Domino Reactions of Donor-Acceptor-Substituted Cyclopropanes for the Synthesis of 3,3′-Linked Oligopyrroles and Pyrrolo[3,2-e]indoles

(2012) Johannes Kaschel et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

N,N-Dimethyl-[9-(arylsulfonyl)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]amines as novel, potent and selective 5-HT6 receptor antagonists

(2012) Ramakrishna V.S. Nirogi et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Donor–acceptor cyclopropanes with Lawesson's and Woollins' reagents: formation of bisthiophenes and unprecedented cage-like molecules

(2012) Johannes Kaschel et al.   CHEMICAL COMMUNICATIONS

Highly Diastereoselective Construction of Fused Carbocycles from Cyclopropane-1,1-dicarboxylates and Cyclic Enol Silyl Ethers: Scope, Mechanism, and Origin of Diastereoselectivity

(2012) Jian-Ping Qu et al.   CHEMISTRY-A EUROPEAN JOURNAL

Utility of Enaminonitriles in Heterocyclic Synthesis: Synthesis of Some New Pyrazole, Pyridine, and Pyrimidine Derivatives

(2012) Ahmed A. Fadda et al.   JOURNAL OF HETEROCYCLIC CHEMISTRY

Stereoselective Double Lewis Acid/Organo-Catalyzed Dimerization of Donor–Acceptor Cyclopropanes into Substituted 2-Oxabicyclo[3.3.0]octanes

(2012) Roman A. Novikov et al.   JOURNAL OF ORGANIC CHEMISTRY

Palladium-Catalyzed Diastereo- and Enantioselective Formal [3 + 2]-Cycloadditions of Substituted Vinylcyclopropanes

(2012) Barry M. Trost et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Access to the Akuammiline Family of Alkaloids: Total Synthesis of (+)-Scholarisine A

(2012) Gregory L. Adams et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

β-Enaminonitriles in Heterocyclic Synthesis: Synthesis of New 1,4-Dihydropyridine, Tetrahydropyridine, Nicotinonitrile and Aminopyrazole Derivatives

(2012) Mahmoud M. M. Ramiz et al.   JOURNAL OF THE CHINESE CHEMICAL SOCIETY

Structure of the δ-opioid receptor bound to naltrindole

(2012) Sébastien Granier et al.   NATURE

Divergent Total Syntheses of (−)-Aspidospermine and (+)-Spegazzinine

(2012) James P. Lajiness et al.   ORGANIC LETTERS

Lewis Acid Mediated (3 + 2) Cycloadditions of Donor–Acceptor Cyclopropanes with Heterocumulenes

(2012) Alexander F. G. Goldberg et al.   ORGANIC LETTERS

Polar Intramolecular Cross-Cycloadditions of Cyclopropanes toward Natural Product Synthesis

(2012) Zhongwen Wang   SYNLETT

Recent Applications of Cyclopropane-Based Strategies to Natural Product Synthesis

(2012) Yong Qin et al.   SYNTHESIS-STUTTGART

Structure–activity relationships of tetrahydrocarbazole derivatives as antifungal lead compounds

(2012) Wenya Wang et al.   MedChemComm

Polyalkoxy Substituted 4H-Chromenes: Synthesis by Domino Reaction and Anticancer Activity

(2012) Anatoliy M. Shestopalov et al.   ACS Combinatorial Science

Effectiveness of non-benzodiazepine hypnotics in treatment of adult insomnia: meta-analysis of data submitted to the Food and Drug Administration

(2012) T. B. Huedo-Medina et al.   BMJ-British Medical Journal

Palladium-Catalyzed Diastereo- and Enantioselective Synthesis of Substituted Cyclopentanes through a Dynamic Kinetic Asymmetric Formal [3+2]-Cycloaddition of Vinyl Cyclopropanes and Alkylidene Azlactones

(2011) Barry M. Trost et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Highly Diastereoselective and Enantioselective Synthesis of α-Hydroxy β-Amino Acid Derivatives: Lewis Base Catalyzed Hydrosilylation of α-Acetoxy β-Enamino Esters

(2011) Yan Jiang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Discovery of highly potent small molecule Hepatitis C Virus entry inhibitors

(2011) Gopi Kumar Mittapalli et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

[18F]GE-180: A novel fluorine-18 labelled PET tracer for imaging Translocator protein 18kDa (TSPO)

(2011) Harry Wadsworth et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

An efficient synthesis of hydropyrido[1,2-a]indole-6(7H)-ones via an In(iii)-catalyzed tandem cyclopropane ring-opening/Friedel–Crafts alkylation sequence

(2011) Dadasaheb V. Patil et al.   CHEMICAL COMMUNICATIONS

Specific CLK Inhibitors from a Novel Chemotype for Regulation of Alternative Splicing

(2011) Oleg Fedorov et al.   CHEMISTRY & BIOLOGY

Synthesis of 9-substituted 2,3,4,9-tetrahydro-1H-carbazole derivatives and evaluation of their anti-prion activity in TSE-infected cells

(2011) Tsutomu Kimura et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Design and synthesis of some new thiophene, thienopyrimidine and thienothiadiazine derivatives of antipyrine as potential antimicrobial agents

(2011) Hala M. Aly et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

A facile and efficient synthesis of multisubstituted pyrroles from enaminoesters and nitroolefins

(2011) Zheng-Hui Guan et al.   GREEN CHEMISTRY

Diastereoselective Synthesis of (±)-Deethyleburnamonine Using a Catalytic Cyclopropane Ring-Opening / Friedel-Crafts Alkylation Strategy

(2011) Stefan France et al.   HETEROCYCLES

(3 + 3)-Cyclodimerization of Donor–Acceptor Cyclopropanes. Three Routes to Six-Membered Rings

(2011) Olga A. Ivanova et al.   JOURNAL OF ORGANIC CHEMISTRY

A Short Total Synthesis of (±)-Epimeloscine and (±)-Meloscine Enabled by a Cascade Radical Annulation of a Divinylcyclopropane

(2011) Hanmo Zhang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

The Catalytic Asymmetric Fischer Indolization

(2011) Steffen Müller et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Recent advances in ring-forming reactions of donor–acceptor cyclopropanes

(2011) Mikhail Ya. Mel’nikov et al.   MENDELEEV COMMUNICATIONS

Design and Synthesis of Novel Antimicrobial Acyclic and Heterocyclic Dyes and Their Precursors for Dyeing and/or Textile Finishing Based on 2-N-Acylamino-4,5,6,7-tetrahydro-benzo[b]thiophene Systems

(2011) Hoda Zaki Shams et al.   MOLECULES

Collective synthesis of natural products by means of organocascade catalysis

(2011) Spencer B. Jones et al.   NATURE

Push−PullAminobithiophenes — Highly Fluorescent Stable Fluorophores

(2011) Yanmei Dong et al.   ORGANIC LETTERS

A Palladium-Catalyzed Vinylcyclopropane (3 + 2) Cycloaddition Approach to the Melodinus Alkaloids

(2011) Alexander F. G. Goldberg et al.   ORGANIC LETTERS

Ring Opening/C–N Cyclization of Activated Aziridines with Carbon Nucleophiles: Highly Diastereo- and Enantioselective Synthesis of Tetrahydroquinolines

(2011) Manas K. Ghorai et al.   ORGANIC LETTERS

Iminium Ion Cascade Reaction in the Total Synthesis of (+)-Vincadifformine

(2011) Ganesh Pandey et al.   ORGANIC LETTERS

Nucleophilic Ring Opening of Cyclopropane Hemimalonates Using Internal Brønsted Acid Activation

(2011) Michael R. Emmett et al.   ORGANIC LETTERS

Review of frovatriptan in the treatment of migraine

(2011) Leslie Kelman   Neuropsychiatric Disease and Treatment

Efficient Construction of Oxa- and Aza-[n.2.1] Skeletons: Lewis Acid Catalyzed Intramolecular [3+2] Cycloaddition of Cyclopropane 1,1-Diesters with Carbonyls and Imines

(2010) Siyang Xing et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Lewis Acid Catalyzed Highly Stereoselective Domino-Ring-Opening Cyclization of Activated Aziridines with Enolates: Synthesis of Functionalized Chiral γ-Lactams

(2010) Manas K. Ghorai et al.   JOURNAL OF ORGANIC CHEMISTRY

Complexity-Building Annulations of Strained Cycloalkanes and C═O π Bonds

(2010) Matthew J. Campbell et al.   JOURNAL OF ORGANIC CHEMISTRY

Total Synthesis of (+)-Fendleridine (Aspidoalbidine) and (+)-1-Acetylaspidoalbidine

(2010) Erica L. Campbell et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Dynamic Kinetic Asymmetric Synthesis of Substituted Pyrrolidines from Racemic Cyclopropanes and Aldimines: Reaction Development and Mechanistic Insights

(2010) Andrew T. Parsons et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Enantiospecific Formal Total Synthesis of (+)-Fawcettimine

(2010) Michael E. Jung et al.   ORGANIC LETTERS

Tandem Cyclopropane Ring-Opening/Conia-ene Reactions of 2-Alkynyl Indoles: A [3 + 3] Annulative Route to Tetrahydrocarbazoles

(2010) Huck K. Grover et al.   ORGANIC LETTERS

Intramolecular annulations of donor–acceptor cyclopropanes

(2010) Terry P. Lebold et al.   PURE AND APPLIED CHEMISTRY

One-step synthesis of thiazolo[3,2-a]pyridines by a multicomponent reaction of β-enaminonitriles, α,β-unsaturated aldehydes, and 2-aminothiol hydrochlorides

(2010) Mónica Pérez Perrino et al.   TETRAHEDRON

Total Synthesis of (+)-Haplophytine

(2009) K. C. Nicolaou et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Total Synthesis of (+)-Haplophytine

(2009) Hirofumi Ueda et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

GSK983: A novel compound with broad-spectrum antiviral activity

(2009) Robert Harvey et al.   ANTIVIRAL RESEARCH

Substituted tetrahydrocarbazoles with potent activity against human papillomaviruses

(2009) Kristjan S. Gudmundsson et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Tetrahydrocarbazole amides with potent activity against human papillomaviruses

(2009) Kristjan S. Gudmundsson et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Heterocycles from cyclopropanes: applications in natural product synthesis

(2009) Cheryl A. Carson et al.   CHEMICAL SOCIETY REVIEWS

Enaminonitrile in heterocyclic synthesis: Synthesis and antimicrobial evaluation of some new pyrazole, isoxazole and pyrimidine derivatives incorporating a benzothiazole moiety

(2009) Samir Bondock et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Studies with enaminonitriles: Synthesis and chemical reactivity of 2-phenyl-3-piperidin-1-yl acrylonitrile under microwave heating

(2009) Abdellatif M. Salaheldin et al.   JOURNAL OF HETEROCYCLIC CHEMISTRY

Catalytic Enantioselective Synthesis of Tetrahydrofurans: A Dynamic Kinetic Asymmetric [3 + 2] Cycloaddition of Racemic Cyclopropanes and Aldehydes

(2009) Andrew T. Parsons et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Nine-Step Enantioselective Total Synthesis of (+)-Minfiensine

(2009) Spencer B. Jones et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Asymmetric Synthesis of (+)-Polyanthellin A

(2009) Matthew J. Campbell et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Progress Toward the Total Synthesis of (±)-Actinophyllic Acid

(2009) Rishi G. Vaswani et al.   ORGANIC LETTERS

Domino Synthesis of Bridged Bicyclic Tetrahydro-1,2-oxazines: Access to Stereodefined 4-Aminocyclohexanols

(2009) Dwayne A. Dias et al.   ORGANIC LETTERS

Lewis acid-catalyzed reactions of donor–acceptor cyclopropanes with furan derivatives

(2009) Alexey O. Chagarovskiy et al.   TETRAHEDRON

Microwave assisted synthesis of 3-aminoindole-2-carbonitriles from anthranilonitriles via N-unprotected 2-(cyanomethylamino)benzonitriles

(2009) Sophia S. Michaelidou et al.   TETRAHEDRON

Total Synthesis of (−)-Allosecurinine

(2008) Andrew B. Leduc et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Tetrahydro anthranilic acid as a surrogate for anthranilic acid: Application to the discovery of potent niacin receptor agonists

(2008) Subharekha Raghavan et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Highly Enantioselective Synthesis of β-Amino Acid Derivatives by the Lewis Base Catalyzed Hydrosilylation of β-Enamino Esters

(2008) Hong-Jie Zheng et al.   CHEMISTRY-A EUROPEAN JOURNAL

β-Enaminonitriles in heterocylic synthesis: Synthesis of new tetrahydropyridinethione, pyridopyrimidines, pyridotriazines and dihydropyridines

(2008) Ibrahim Saad Abdel Hafiz et al.   JOURNAL OF CHEMICAL SCIENCES

Cycloadditions of Aromatic Azomethine Imines with 1,1-Cyclopropane Diesters

(2008) Christian Perreault et al.   ORGANIC LETTERS

Improved Protocol for Thorpe Reaction: Synthesis of 4‐Amino‐1‐arylpyrazole using Solid–Liquid Phase‐Transfer Conditions

(2008) Nirmal D. Desai et al.   SYNTHETIC COMMUNICATIONS

An efficient one-pot synthesis of tethered cyclohexadiene enaminonitriles from methyl-ketones: An effective route to quinazolines

(2007) Bennie J. Bench et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Total Synthesis of (±)-Goniomitine via a Formal Nitrile/Donor−Acceptor Cyclopropane [3 + 2] Cyclization

(2007) Christian L. Morales et al.   ORGANIC LETTERS

First Scale-Up: Problems and Resolutions on the Synthesis of WAY-253752, a Novel, Dual-Acting SSRI/5HT1AAntagonist

(2007) Antonia Nikitenko et al.   ORGANIC PROCESS RESEARCH & DEVELOPMENT