90055-75-7Relevant academic research and scientific papers
Stoichiometric Photochemical Carbene Transfer by Bamford–Stevens Reaction
Aseeva, Polina,Empel, Claire,Jana, Sripati,Koenigs, Rene M.,Li, Fang,Verspeek, Dennis
, p. 2586 - 2591 (2020/03/04)
The photolysis of diazoalkanes is a timely strategy to conduct carbene-transfer reactions under mild and metal-free reaction conditions, and has developed as an important alternative to conventional metal-catalyzed carbene-transfer reactions. One of the major limitations lies within the rapidly occurring side reaction of the carbene intermediate with remaining diazoalkane molecules that result in the use of an excess of the reaction partner and thus impacts on the reaction efficiency. Herein, we describe a protocol that takes advantage of the in situ generation of donor–acceptor diazoalkanes by Bamford–Stevens reaction. Following this strategy, the concentration of the diazoalkane reaction partner can be minimized to reduce unwanted side reactions and to now conduct photochemical carbene transfer reactions under stoichiometric reaction conditions. We have explored this approach in the C?H and N?H functionalization and cyclopropanation reaction of N-heterocycles and could demonstrate the applicability of this method in 51 examples.
Electrolysis promoted reductive amination of electron-deficient aldehydes/ketones: a green route to the racemic clopidogrel
Zhang, Qianyun,Zhu, Wen,Yao, Jinzhong,Zhou, Hongwei,Li, Xiaofang
supporting information, p. 8462 - 8466 (2018/12/13)
An electrocatalytic reductive amination of electron-deficient aldehydes/ketones was developed, which could be used in the synthesis of functionalized tertiary amines and large scale preparation of racemic clopidogrel. A plausible mechanism involving an iminium cation intermediate was proposed.
Enantioselective Palladium-Catalyzed Carbene Insertion into the N?H Bonds of Aromatic Heterocycles
Arredondo, Vanessa,Hiew, Stanley C.,Gutman, Eugene S.,Premachandra, Ilandari Dewage Udara Anulal,Van Vranken, David L.
, p. 4156 - 4159 (2017/04/03)
C3-substituted indoles and carbazoles react with α-aryl-α-diazoesters under palladium catalysis to form α-(N-indolyl)-α-arylesters and α-(N-carbazolyl)-α-arylesters. The products result from insertion of a palladium-carbene ligand into the N?H bond of the aromatic N-heterocycles. Enantioselection was achieved using a chiral bis(oxazoline) ligand, in many cases with high enantioselectivity (up to 99 % ee). The method was applied to synthesize the core of a bioactive carbazole derivative in a concise manner.
THIENO [3,2-c] PYRIDINE DERIVATIVES AND THEIR THERAPEUTIC APPLICATION
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, (2008/06/13)
This invention relates to new thieno [3,2-c] pyridine derivatives having the formula: (I) in which: Y represents the OH group or an OR group in which R is a straight or branched lower alkyl radical, or Y represents a group in which R1 and R2 are each inde
