NH4I-CATALYZED FORMAL [4+2] CYCLOADDITION OF α,β-UNSATURATED O-ACETYL OXIME WITH ALKYL PYRUVATE FOR RAPID SUBSTITUTED PYRIDINE FORMATION

被引：1

作者：

Cheng, Dong ^{[1
]}

Meng, Xiangzhen ^{[1
]}

Wang, Shuailu ^{[1
]}

Zhao, Xuan ^{[1
]}

Chen, Jingwen ^{[1
]}

机构：

[1] Chaohu Coll, Dept Chem & Mat Engn, Chaohu 238000, Anhui, Peoples R China

来源：

HETEROCYCLES | 2022年 / 104卷 / 08期

关键词：

CYCLIC SULFAMIDATE IMINES; POLYSUBSTITUTED PYRIDINES; ACETATES; FUNCTIONALIZATION; DERIVATIVES; ANNULATION; CLEAVAGE; ACCESS;

D O I：

10.3987/COM-22-14688

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A facile synthetic method to substituted pyridines has been developed via the NH4I-catalyzed [4+2] cycloaddition of readily available oxime acetates with alkyl pyruvate. This process involves N-O bond cleavages and C-C bond formations to furnish substituted pyridines under redox-neutral conditions. The reaction features mild conditions and high functional-groups compatibility.

引用

页码：1435 / 1446

页数：12

共 23 条

[21] Copper-Catalyzed Ring Expansion of Cyclopropyl Ketones/Formation of N-acyliminium/Hetero-[4+2]-Cycloaddition: A Route to Substituted Pentacyclic Isoindolin-1-one
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