Relay Cu(I)/Bronsted Base Catalysis for Phospha-Michael Addition/5-exo-dig Cyclization/Isomerization of in situ Formed aza-Alkynyl o-quinone methides with P(O)-H compounds to C3-Phosphorylated Indoles

被引：14

作者：

Chen, Long ^{[1
]}

Liu, Xiao-Yan ^{[1
]}

Zhang, Jing ^{[1
]}

Duan, Li ^{[1
]}

Wen, Zhong ^{[1
]}

Ni, Hai-Liang ^{[2
]}

机构：

[1] Chengdu Univ, Antibiot Res & Reevaluat Key Lab Sichuan Prov, Sichuan Ind Inst Antibiot, Sch Pharm, 2025 Chengluo Ave, Chengdu 610016, Peoples R China

[2] Sichuan Normal Univ, Coll Chem & Mat Sci, 5 Jing An Rd, Chengdu 610066, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2021年 / 363卷 / 12期

基金：

中国国家自然科学基金;

关键词：

Propargylic alcohols; o-Quinone methides; Tandem reactions; Phospha-Michael addition; C3-Phosphorylated indoles; ONE-POT SYNTHESIS; PROPARGYL ALCOHOLS; INTRAMOLECULAR CYCLIZATION; NUCLEOPHILIC-SUBSTITUTION; BIOLOGICAL EVALUATION; PUDOVIK REACTION; BOND ACTIVATION; METAL; QUINOLINES; 1H-INDOLE-2-CARBALDEHYDES;

D O I：

10.1002/adsc.202100275

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A relay Cu(I)/Bronsted base catalyzed one-pot phospha-Michael addition/5-exo-dig cyclization/isomerization of in situ generated aza-alkynyl o-quinone methides (N-o-AQMs) from 1-(o-aminophenyl)prop-2-ynols with P(O)-compounds has been established to afford C3-phosphorylated indoles. It demonstrates that the 1,4-conjugate addition adduct from N-o-AQMs could undergo further cyclization with the tethered alkyne moiety to afford N-heterocyclic compounds.

引用

页码：3006 / 3012

页数：7