Article
Chemistry, Applied
Maxim R. Demidov, Dmitry Osipov, Konstantin A. Korol'kov, Vitaly A. Osyanin
Summary: A variety of trans-2-acyl-2,3-dihydrofurans have been assembled and rearranged into annulated 4H-pyrans using Sm/TMSCl or Zn/ZrCl4 redox systems. The rearrangement involves SET reduction of carbonyl group to carbene followed by rare [1,2]-aroxyl shift. The use of Zn/ZrCl4 redox system enriched the synthetic toolbar.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Organic
Ali Nikbakht, Kamran Amiri, Hormoz Khosravi, Yirong Zhou, Saeed Balalaie, Bernhard Breit
Summary: This novel copper-catalyzed cycloisomerization reaction provides a practical and efficient method for the synthesis of hexahydropyrrolo[3,4-b]azepin-5(4H)-ones by simultaneously forming four new bonds in a single step.
Article
Chemistry, Organic
D. Srinivas Reddy, Beduru Srinivas, Kavitha Rachineni, Bharatam Jagadeesh, Ariel M. Sarotti, Debendra K. Mohapatra
Summary: This manuscript describes a convenient, mild, and highly stereoselective method for the allylation of delta-hydroxy-alpha,beta-unsaturated ketones using allyltrimethylsilane mediated by BF3 center dot OEt2, resulting in 2,4-diallyl-2-methyl-6-aryltetrahydro-2H-pyran ring systems with quaternary carbon stereogenic centers. The isolation of TMS-protected lactol as an intermediate strongly supports the proposed mechanistic pathway.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Feng-Lin Hong, Chong-Yang Shi, Pan Hong, Tong-Yi Zhai, Xin-Qi Zhu, Xin Lu, Long-Wu Ye
Summary: In this study, a copper-catalyzed asymmetric cascade cyclization/[1,2]-Stevens-type rearrangement was reported to efficiently assemble a variety of valuable chiral chromeno[3,4-c]pyrroles bearing a quaternary carbon stereocenter with generally moderate to good yields and excellent enantioselectivities (up to 99% ee). Notably, this protocol represents the first example of catalytic asymmetric [1,2]-Stevens-type rearrangement based on alkynes and the first asymmetric formal carbene insertion into the Si-O bond.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Ali Osman Karatavuk
Summary: A highly efficient method for the synthesis of 2-pyridonyl alcohols via a gold(i) catalyst and methanesulfonic acid has been developed. The proposed mechanism involves intramolecular cyclization product formation, leading to the formation of N-alkenyl pyridonyl alcohols in moderate to excellent yields.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Multidisciplinary Sciences
Zahra Akhlaghi, Mohammad R. Naimi-Jamal, Leila Panahi, Mohammad G. Dekamin, Bahareh Farasati Far
Summary: 4H-pyrans with ketone and aldehyde groups were synthesized through a mechanochemical multicomponent reaction (MCR) using an amine-functionalized metal-organic framework (MOF) Cu2(NH2-BDC)2(DABCO) as a heterogeneous catalyst, resulting in good to excellent yields.
Article
Chemistry, Organic
Constantine V. Milyutin, Andrey N. Komogortsev, Boris V. Lichitsky, Valeriya G. Melekhina
Summary: For the first time, we have developed a one-step method for synthesizing substituted 3,4-dihydroquinolinones with an allomaltol moiety. The method involves acid-catalyzed recyclization of spiroindolinepyrano[3,2-b]pyrans, which are obtained through a multicomponent reaction of 3-hydroxy-4-pyranones, isatins, and malononitrile. This transformation is unique to 3-hydroxy-4-pyranone derivatives and not commonly observed in other heterocyclic enols. The advantages of this method include the use of easily accessible starting materials and a simple work-up procedure that eliminates the need for chromatographic purification. The structure of one of the synthesized products was determined by x-ray diffraction.
JOURNAL OF HETEROCYCLIC CHEMISTRY
(2023)
Article
Chemistry, Applied
Nirmala Mohanta, PragnyaParamita Samal, Sailaja Krishnamurty, Boopathy Gnanaprakasam
Summary: We describe a FeCl2-catalyzed radical rearrangement of aryl peroxyoxindoles to obtain aryl substituted 1,3-benzooxazin-4-ones in moderate to good yields. Mechanistically, this rearrangement proceeds via a radical pathway and is supported by experimental findings and DFT studies.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Applied
Alexis Truchon, Aurelien Dupeux, Sandra Olivero, Veronique Michelet
Summary: A gold-catalyzed orthogonal tandem reaction using HFIP as a Lewis acid has been developed to access carbocyclic ketone on naphthalene substrates. The yield of cyclic ketones ranged from 15% to 91% using a variety of acenaphthylene carbaldehydes. The mechanism involved a cyclization process followed by an [Au]-HFIP interaction for the final rearrangement. The gram-scale transformation and post-functionalization bromination were successfully carried out.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Sujeet Kumar, Km Kajol, Prakash Nayak, Amit Kumar, Chintakunta Ramesh
Summary: A palladium-catalyzed intramolecular direct heteroarylation of oxazole tethered beta-naphthols to access tetracyclic 4H-benzo[5,6]chromeno[3,4-d]oxazoles is reported. The reaction exhibits good to excellent yields with various functional groups. The resulting molecules show promising synthetic utility and UV/vis absorption and fluorescence emission properties.
CHEMISTRY-AN ASIAN JOURNAL
(2023)
Article
Chemistry, Organic
Thomas Mies, Andrew J. P. White, Philip J. Parsons, Anthony G. M. Barrett
Summary: The synthesis of 8-hydroxyisochroman-1-one derivatives was described using a base-induced anionic accelerated rearrangement reaction, providing important compounds for further study.
TETRAHEDRON LETTERS
(2021)
Article
Chemistry, Organic
Rongrong Hou, Ziyu Wang, Jia Peng, Ye Yuan, Jingli Zhang, Du Wang, Taolei Sun
Summary: An exclusive alpha-selective annulation reaction between gamma-substituted allene ketones and 2-arylidene-1,3-indanediones catalyzed by Lewis bases has been developed to construct highly functionalized 3,4-dihydro-2H-pyran isomers. The reaction pathway and selectivity are determined by the catalyst-controlled conformation preference of the allene ketones.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Seok Cheol Choi, Do Kyung Lee, Sang Ho Sohn
Summary: Under a one-step process, catalyst-free growth of one-dimensional ZnO hierarchical nanostructures was achieved on a ZnO-seeded Si substrate by thermal chemical vapor deposition in a perpendicular setup. The morphological and crystallographic properties of the nano/micro-structured ZnO rods were investigated with varying growth temperature and growth time. The morphology and crystal structure of the ZnO double-structured rods were found to be sensitive to the growth temperature and growth time, as confirmed by X-ray diffraction patterns. Additionally, orientation and size effects of the ZnO double-structured rods were discussed in relation to growth temperatures and growth times based on Raman scattering and photoluminescence spectra.
Article
Chemistry, Physical
Janan Metghalchi Langroudi, Masoumeh Mazloumi, Hossein Taherpour Nahzomi, Farhad Shirini, Hassan Tajik
Summary: A suitable dicationic molten salt has been characterized using various analysis methods. The accurate structure of the catalyst has been determined through energy calculation and NMR chemical shift comparison. Its application in the synthesis of specific compounds has also been investigated.
JOURNAL OF MOLECULAR STRUCTURE
(2023)
Article
Chemistry, Multidisciplinary
Ling Jiang, Qingqing Lu, Qianqian Huang, Yue Cheng, Xiaohe Chu
Summary: A simple and environmentally friendly protocol was developed for the synthesis of arylsulfonyl 4H-pyrans through the one-pot two-step reaction of aromatic aldehyde with phenylsulphonyl acetonitrile and dimedone catalyzed by L-proline under ball-milling conditions. The key features of this method are its environmental acceptability, wide substrate scope, low cost, and operational simplicity.
JOURNAL OF SULFUR CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Prasun Mukherjee, Sanjay Paul, Asish R. Das
NEW JOURNAL OF CHEMISTRY
(2015)
Article
Chemistry, Multidisciplinary
Nazia Kausar, Partha Pratim Ghosh, Gargi Pal, Asish R. Das
Article
Chemistry, Organic
Prasun Mukherjee, Asish R. Das
JOURNAL OF ORGANIC CHEMISTRY
(2016)
Article
Chemistry, Multidisciplinary
Prasun Mukherjee, Asish R. Das
Article
Chemistry, Applied
Sanjay Paul, Koyel Pradhan, Sirshendu Ghosh, S. K. De, Asish R. Das
ADVANCED SYNTHESIS & CATALYSIS
(2014)
Article
Chemistry, Multidisciplinary
Koyel Pradhan, Sanjay Paul, Asish R. Das
MONATSHEFTE FUR CHEMIE
(2014)
Article
Chemistry, Multidisciplinary
Gargi Pal, Sanjay Paul, Asish R. Das
NEW JOURNAL OF CHEMISTRY
(2014)
Correction
Chemistry, Multidisciplinary
Gargi Pal, Sanjay Paul, Asish R. Das
NEW JOURNAL OF CHEMISTRY
(2014)
Article
Chemistry, Organic
Sanjay Paul, Koyel Pradhan, Sirshendu Ghosh, S. K. De, Asish R. Das
Article
Chemistry, Multidisciplinary
Gargi Pal, Sanjay Paul, Partha Pratim Ghosh, Asish R. Das
Article
Chemistry, Multidisciplinary
Sanjay Paul, Koyel Pradhan, Asish R. Das
CURRENT GREEN CHEMISTRY
(2016)
Article
Chemistry, Multidisciplinary
Moumita Saha, Koyel Pradhan, Asish R. Das
Article
Chemistry, Multidisciplinary
Koyel Pradhan, Sanjay Paul, Asish R. Das
Article
Chemistry, Multidisciplinary
Nazia Kausar, Indranil Roy, Dipankar Chattopadhyay, Asish R. Das
Article
Chemistry, Organic
Geeta Devi Yadav, Pooja Chaudhary, Balaram Pani, Surendra Singh
Summary: Chiral transition metal complexes with privileged ligands are efficient catalysts for various asymmetric organic transformations. Transition metal complexes of C1-symmetric pyrrolidine-based ligands have been widely used in asymmetric organic reactions. However, a comprehensive review article on the transition metal complexes of chiral C1-symmetric pyrrolidine-based ligands derived from (L)-proline has not been published.
TETRAHEDRON LETTERS
(2024)