Au/N-杂环卡宾中继催化下通过环异构化/[4+3]环化过程不对称合成螺呋并[2,3-b]氮杂平-5,3′-吲哚啉衍生物†

Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2023-01-01 DOI:10.1039/d3qo00539a

Mengwei You , Yan Li , Xin Lv , Guodong Shen , Xiao Xiao , Liejin Zhou

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引用次数: 0

摘要

多种对映体富集的螺呋[2,3-b]氮杂平-5,3′-吲哚啉衍生物（dr>；20 : 1，高达96%ee）在金（i）/手性N-杂环卡宾（NHC）中继催化下，通过烯炔酰胺与靛红衍生的烯醛的环异构化/不对称形式[4+3]环加成反应，容易地合成。该方法具有一步操作简便、立体选择性强、官能团耐受性好等优点，具有实用性和实用性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Asymmetric synthesis of spirofuro[2,3-b]azepine-5,3′-indoline derivatives via cycloisomerization/[4 + 3] annulation process under Au/N-heterocyclic carbene relay catalysis†

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Asymmetric synthesis of spirofuro[2,3-b]azepine-5,3′-indoline derivatives via cycloisomerization/[4 + 3] annulation process under Au/N-heterocyclic carbene relay catalysis†

A variety of enantioenriched spirofuro[2,3-b]azepine-5,3′-indoline derivatives (dr > 20 : 1, up to 96% ee) were facilely synthesized through cycloisomerization/asymmetric formal [4 + 3] cycloaddition reactions of enyne-amides with isatin-derived enals under gold(i)/chiral N-heterocyclic carbene (NHC) relay catalysis. The method is practical and useful because of the convenient one-step procedure, high stereoselectivity, and good functional-group tolerance.

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来源期刊

Organic chemistry frontiers : an international journal of organic chemistry

CiteScore

7.80

自引率

0.00%

发文量