Palladium-catalyzed [4+3]-annulations of oxotryptamines with allyl dicarbonates: an approach toward spiro[azepane-4,3′-oxindoles]

被引：1

作者：

Xiao, Jun-An ^{[1
]}

Meng, Ru-Fang ^{[1
]}

Shi, Xu-Rong ^{[1
]}

Luo, Xue-Ling ^{[2
]}

Zhang, Huan ^{[1
]}

Wang, Wei ^{[1
]}

Xia, Peng-Ju ^{[2
]}

Lin, Chenxiang ^{[1
]}

Su, Wei ^{[1
]}

机构：

[1] Nanning Normal Univ, Guangxi Key Lab Nat Polymer Chem & Phys, Nanning 530001, Peoples R China

[2] Guangxi Normal Univ, Sch Chem & Pharmaceut Sci, Guilin 541004, Guangxi, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2023年 / 10卷 / 18期

基金：

中国国家自然科学基金;

关键词：

CASCADE REACTIONS; CYCLOADDITION; ACCESS;

D O I：

10.1039/d3qo00892d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel palladium-catalyzed [4 + 3]-annulation of oxotryptamines with allyl dicarbonates has been developed. The reaction furnishes various spiro[azepane-4,3 & PRIME;-oxindoles] in moderate to excellent yields (30%-96%) with a Z/E ratio up to >20 : 1 through a tandem allylic substitution strategy. This protocol enables the synthesis of a wide range of seven-membered spirocyclic oxindoles with high Z-selectivity. In addition, the gram-scale reaction and further derivatizations were also investigated, demonstrating the synthetic utility of this approach.

引用

页码：4593 / 4597

页数：5

共 10 条

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