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
收藏
页码：1232 / 1241
页数：10
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