7-Endo-trig Pictet-Spengler type cyclization of 5-alkylidene/arylidene-amino-3H-pyrimidin-4-ones: An efficient and diastereoselective synthesis of pyrimido[4,5-b] [1,4]benzodiazepines

被引：1

作者：

Naikoo, Rayees Ahmad ^{[1
]}

Kumar, Rupesh ^{[1
]}

Singh, Parvesh ^{[2
]}

Bhargava, Gaurav ^{[1
]}

机构：

[1] IK Gujral Punjab Tech Univ Kapurthala, Dept Chem Sci, Kapurthala 144603, Punjab, India

[2] Univ KwaZulu Natal, Sch Chem & Phys, Durban, South Africa

来源：

SYNTHETIC COMMUNICATIONS | 2021年 / 51卷 / 08期

关键词：

Pictet– Spengler; 7-endo-trig cyclization; benzodiazepine; pyrimidinones; benzodiazepines condensed pyrimidinones; BIOLOGICAL EVALUATION; DERIVATIVES; DESIGN; AGENTS;

D O I：

10.1080/00397911.2021.1878224

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The manuscript describes an efficient, atom economical synthesis of pyrimido[4,5-b][1,4]benzodiazepin-4-ones by relatively unexplored 7-endo-trig Pictet-Spengler type cyclisations. The synthetic methdodlogy involves the synthesis of different variants of 5-arylidene-amino-3H-pyrimidines and their p-toluene sulfonic acid mediated 7-endo-trig Pictet-Spengler type cyclisations to afford biologically relavent functionalized benzodiazepine condensed pyrimidinones such as pyrimido[4,5-b][1,4]benzodiazepines in good to excellent yields (82-94%).

引用

页码：1232 / 1241

页数：10