首页|Oxidative cyclization of allyl compounds and isocyanide:A facile entry to polysubstituted 2-cyanopyrroles

Oxidative cyclization of allyl compounds and isocyanide:A facile entry to polysubstituted 2-cyanopyrroles

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A facile TfOH-catalyzed oxidative cyclization of allyl compounds and isocyanide has been developed with the assistance of DDQ,where isocyanide is used as the crucial"N"and"CN"sources.Highly function-alized 2-cyanopyrroles are constructed efficiently through a new formal[3+2]mode,demonstrating di-verse reactivity and synthetic utility in organic chemistry.2-Cyanopyrrole is converted into a nucleobase analogue of Remdesivir and 5H-pyrrolo[2,1-a]isoindole through a three-step or a two-step sequence,re-spectively.This protocol features broad substrate scope,operational simplicity and good functional group tolerance.

IsocyanideCyanopyrroleInsertionAllyl compoundBronsted acid catalysis

Yaping Zhang、Wei Zhou、Mingchun Gao、Tianqi Liu、Bingxin Liu、Chang-Hua Ding、Bin Xu

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Department of Chemistry,Affiliated Nantong Hospital of Shanghai University(The Sixth People's Hospital of Nantong),Shanghai Engineering Research Center of Organ Repair,Innovative Drug Research Center,School of Medicine,Shanghai University,Shanghai 200444,China

State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China

国家自然科学基金国家自然科学基金国家自然科学基金上海市教委科研创新计划

2217117821871174220711432019-01-07-00-09-E00008

2024

中国化学快报(英文版)
中国化学会

中国化学快报(英文版)

CSTPCD
影响因子:0.771
ISSN:1001-8417
年,卷(期):2024.35(4)
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