Identification of novel 3-aryl-1-aminoisoquinolines-based KRASG12C inhibitors: rational drug design and expedient construction by C-H functionalization/annulation

D‐1553: A novel KRASG12C inhibitor with potent and selective cellular and in vivo antitumor activity

(2023) Zhe Shi et al.   CANCER SCIENCE

An Analysis of Successful Hit-to-Clinical Candidate Pairs

(2023) Dean G. Brown   Journal of Medicinal Chemistry

Rhodium-Catalyzed Asymmetric C–H Functionalization Reactions

(2023) Chen-Xu Liu et al.   CHEMICAL REVIEWS

Asymmetric Total Synthesis of Shizukaol J, Trichloranoid C and Trishizukaol A

(2022) Xiao Wang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Ru(ii)-Catalyzed C–H bond activation/annulation of N-iminopyridinium ylides with sulfoxonium ylides

(2022) Xiang Li et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Synthesis of Spiro[benzo[d][1,3]oxazine-4,4′-isoquinoline]s via [4+1+1] Annulation of N-Aryl Amidines with Diazo Homophthalimides and O2

(2022) Qianting Zhou et al.   ORGANIC LETTERS

Photo-Thermo-Mechanochemical Approach to Synthesize Quinolines via Addition/Cyclization of Sulfoxonium Ylides with 2-Vinylanilines Catalyzed by Iron(II) Phthalocyanine

(2022) Luyao Liu et al.   ORGANIC LETTERS

Discovery of AZD4625, a Covalent Allosteric Inhibitor of the Mutant GTPase KRASG12C

(2022) Jason G. Kettle et al.   JOURNAL OF MEDICINAL CHEMISTRY

Construction of C2-Quaternary-indol-3-ones via RhIII-Catalyzed [3+2] Spirocyclization from Indole Ketones and Nitroolefins

(2022) Wen-Bi Hu et al.   JOURNAL OF ORGANIC CHEMISTRY

Cp*RhIII-Catalyzed Cascade Annulation of Arylimidates with Pyridotriazoles toward Isoquinolin-3-ol Derivatives

(2022) Weidan Yan et al.   JOURNAL OF ORGANIC CHEMISTRY

Copper-Catalyzed Domino Three-Component Benzannulation: Access to Isoquinolines

(2022) Peng Ma et al.   ORGANOMETALLICS

Free Amine-Directed Ru(II)-Catalyzed Redox-Neutral [4 + 2] C–H Activation/Annulation of Benzylamines with Sulfoxonium Ylides

(2022) Yogesh N. Aher et al.   JOURNAL OF ORGANIC CHEMISTRY

Fragment Optimization of Reversible Binding to the Switch II Pocket on KRAS Leads to a Potent, In Vivo Active KRASG12C Inhibitor

(2022) Joachim Bröker et al.   Journal of Medicinal Chemistry

JDQ443, a Structurally Novel, Pyrazole-Based, Covalent Inhibitor of KRASG12C for the Treatment of Solid Tumors

(2022) Edwige Lorthiois et al.   Journal of Medicinal Chemistry

Synthesis of aminoisoquinolines via Rh-catalyzed [4 + 2] annulation of benzimidamides with vinylene carbonate

(2021) Xin Huang et al.   CHINESE CHEMICAL LETTERS

Toolbox for Distal C–H Bond Functionalizations in Organic Molecules

(2021) Soumya Kumar Sinha et al.   CHEMICAL REVIEWS

Identification of MRTX1133, a Noncovalent, Potent, and Selective KRASG12D Inhibitor

(2021) Xiaolun Wang et al.   JOURNAL OF MEDICINAL CHEMISTRY

Diverse alterations associated with resistance to KRAS(G12C) inhibition

(2021) Yulei Zhao et al.   NATURE

Structure-Based Design and Pharmacokinetic Optimization of Covalent Allosteric Inhibitors of the Mutant GTPase KRASG12C

(2020) Jason G. Kettle et al.   JOURNAL OF MEDICINAL CHEMISTRY

Identification of the Clinical Development Candidate MRTX849, a Covalent KRASG12C Inhibitor for the Treatment of Cancer

(2020) Jay B. Fell et al.   JOURNAL OF MEDICINAL CHEMISTRY

Targeting the untargetable KRAS in cancer therapy

(2019) Pingyu Liu et al.   Acta Pharmaceutica Sinica B

Discovery of potent SOS1 inhibitors that block RAS activation via disruption of the RAS–SOS1 interaction

(2019) Roman C. Hillig et al.   PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA

Drugging an undruggable pocket on KRAS

(2019) Dirk Kessler et al.   PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA

The clinical KRAS(G12C) inhibitor AMG 510 drives anti-tumour immunity

(2019) Jude Canon et al.   NATURE

Discovery of a Covalent Inhibitor of KRASG12C (AMG 510) for the Treatment of Solid Tumors

(2019) Brian A. Lanman et al.   JOURNAL OF MEDICINAL CHEMISTRY

Targeting KRAS Mutant Cancers with a Covalent G12C-Specific Inhibitor

(2018) Matthew R. Janes et al.   CELL

Organic synthesis provides opportunities to transform drug discovery

(2018) David C. Blakemore et al.   Nature Chemistry

Rhodium(iii)-catalyzed annulative coupling between arenes and sulfoxonium ylides via C–H activation

(2018) Guangfan Zheng et al.   Organic Chemistry Frontiers

Ruthenium (II)-Catalyzed Oxidant-Free Coupling/Cyclization of Benzimidates and Sulfoxonium Ylides to Form Substituted Isoquinolines

(2018) Xinxia Shi et al.   ADVANCED SYNTHESIS & CATALYSIS

Selective Synthesis of Aminoisoquinolines via Rh(III)-Catalyzed C–H/N–H Bond Functionalization of N-Aryl Amidines with Cyclic 2-Diazo-1,3-diketones

(2018) Youpeng Zuo et al.   JOURNAL OF ORGANIC CHEMISTRY

Expanding the medicinal chemistry synthetic toolbox

(2018) Jonas Boström et al.   NATURE REVIEWS DRUG DISCOVERY

The Rise and Fall of a Scaffold: A Trend Analysis of Scaffolds in the Medicinal Chemistry Literature

(2017) Barbara Zdrazil et al.   JOURNAL OF MEDICINAL CHEMISTRY

Synthesis of Isoquinolines from Benzimidates and Alkynes via Cobalt(III)-Catalyzed C–H Functionalization/Cyclization

(2017) Shasha Gong et al.   JOURNAL OF ORGANIC CHEMISTRY

Guanidine Synthesis: Use of Amidines as Guanylating Agents

(2016) Mattijs Baeten et al.   ADVANCED SYNTHESIS & CATALYSIS

Asymmetric Synthesis of Isoquinoline Alkaloids: 2004–2015

(2016) Maria Chrzanowska et al.   CHEMICAL REVIEWS

Cobalt-Catalyzed Oxidase C−H/N−H Alkyne Annulation: Mechanistic Insights and Access to Anticancer Agents

(2016) Ruhuai Mei et al.   CHEMISTRY-A EUROPEAN JOURNAL

Rhodium-Catalyzed Annulation of Primary Benzylamine with α-Diazo Ketone toward Isoquinoline

(2016) Haoke Chu et al.   JOURNAL OF ORGANIC CHEMISTRY

Selective Synthesis of Isoquinolines by Rhodium(III)-Catalyzed C–H/N–H Functionalization with α-Substituted Ketones

(2016) Jie Li et al.   ORGANIC LETTERS

Amidines for Versatile Cobalt(III)-Catalyzed Synthesis of Isoquinolines through C–H Functionalization with Diazo Compounds

(2016) Jie Li et al.   ORGANIC LETTERS

Analysis of Past and Present Synthetic Methodologies on Medicinal Chemistry: Where Have All the New Reactions Gone?

(2015) Dean G. Brown et al.   JOURNAL OF MEDICINAL CHEMISTRY

Synthesis of Secondary Amides fromN-Substituted Amidines by Tandem Oxidative Rearrangement and Isocyanate Elimination

(2014) Pradip Debnath et al.   ADVANCED SYNTHESIS & CATALYSIS

Amidines for Versatile Ruthenium(II)-Catalyzed Oxidative CH Activations with Internal Alkynes and Acrylates

(2014) Jie Li et al.   CHEMISTRY-A EUROPEAN JOURNAL

Drugging the undruggable RAS: Mission Possible?

(2014) Adrienne D. Cox et al.   NATURE REVIEWS DRUG DISCOVERY

Primary Amines as Directing Groups in the Ru-Catalyzed Synthesis of Isoquinolines, Benzoisoquinolines, and Thienopyridines

(2013) Pedro Villuendas et al.   JOURNAL OF ORGANIC CHEMISTRY

K-Ras(G12C) inhibitors allosterically control GTP affinity and effector interactions

(2013) Jonathan M. Ostrem et al.   NATURE

Smooth Isoindolinone Formation from Isopropyl Carbamates via Bischler–Napieralski-Type Cyclization

(2013) Satoshi Adachi et al.   ORGANIC LETTERS

Lead-Oriented Synthesis: A New Opportunity for Synthetic Chemistry

(2012) Alan Nadin et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Copper-Catalyzed Aerobic Aliphatic C–H Oxygenation Directed by an Amidine Moiety

(2012) Yi-Feng Wang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Synthesis of 1-Aminoisoquinolines via Rh(III)-Catalyzed Oxidative Coupling

(2011) Xiaohong Wei et al.   ORGANIC LETTERS

Rhodium(III)-Catalyzed Synthesis of Isoquinolines from Aryl KetoneO-Acyloxime Derivatives and Internal Alkynes

(2010) Pei Chui Too et al.   ORGANIC LETTERS

Calcium-Catalyzed Pictet−Spengler Reactions

(2008) Matthew J. Vanden Eynden et al.   ORGANIC LETTERS