Dibenzo[ b , e ]azepin-6-ones and Seven-Membered Sultam Derivatives: Convenient Synthesis via Palladium-Catalyzed Regioselective Intra-molecular Heck Reaction and Application towards Drug-Like Small Molecules

被引：4
作者：
Das, Arijit [1 ]
Maiti, Arup [2 ]
Kundu, Mrinalkanti [2 ]
Roy, Kuldeep K. [3 ]
Ansary, Inul [1 ]
机构：
[1] Univ Burdwan, Dept Chem, Burdwan 713104, W Bengal, India
[2] TCG Lifesci Pvt Ltd, BN 7, Kolkata 700091, W Bengal, India
[3] Natl Inst Pharmaceut Educ & Res, 168 Maniktala Main Rd, Kolkata 700054, W Bengal, India
来源：
SYNTHESIS-STUTTGART | 2019年 / 51卷 / 17期
关键词：
intramolecular Heck reaction; regioselectivity; dibenzo[ b; e ]azepin-6-ones; seven-membered sultams; docking; M4; receptor; BIOLOGICAL EVALUATION; MEDIATED SYNTHESIS; MICHAEL ADDITION; DESIGN; AGENTS; HETEROCYCLES;
D O I：
10.1055/s-0037-1611548
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new, convenient synthesis of dibenzo[ b , e ]azepin-6-ones and seven-membered sultam derivatives have been envisaged via Pd-catalyzed regioselective intramolecular Heck reaction of the corresponding easily accessible precursors. This protocol has been successfully implemented to synthesize N -methyldarenzepine in four steps and in good yield. Moreover, one of the intermediates has been utilized for the synthesis of a new analogue of darenzepine. Preliminary modeling studies were performed to investigate the binding potential to muscarinic acetylcholine receptor (M4).
引用
收藏
页码：3231 / 3240
页数：10
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