Phosphine-Catalyzed Domino [3+3] Cyclization of para-Quinamines with Morita-Baylis-Hillman Carbonates: Access to Hydroquinoline Derivatives

被引：43

作者：

Jin, Hongxing ^{[1
,2
]}

Lai, Jingxiong ^{[1
,2
]}

Huang, You ^{[1
,2
,3
]}

机构：

[1] Nankai Univ, Coll Chem, State Key Lab, Tianjin 300071, Peoples R China

[2] Nankai Univ, Coll Chem, Inst Elementoorgan Chem, Tianjin 300071, Peoples R China

[3] Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300071, Peoples R China

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 08期

基金：

中国国家自然科学基金;

关键词：

MODIFIED ALLYLIC COMPOUNDS; ANNULATION REACTION; MBH CARBONATES; ENANTIOSELECTIVE SYNTHESIS; CONSTRUCTION; CYCLOADDITION; ALLENOATES; KETIMINES; LYCORINE; STRATEGY;

D O I：

10.1021/acs.orglett.9b00834

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A phosphine-catalyzed [3 + 3] cyclization strategy between para-quinamines and HCHO Morita-Baylis-Hillman (MBH) carbonates was discovered, delivering a series of highly functionalized hydroquinoline derivatives in moderate to good yields and excellent diastereoselectivity. Moreover, mechanistic insights, gram-scale experiments, and synthetic manipulations of the products were also discussed.

引用

页码：2843 / 2846

页数：4

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