Amine-Release Annulation of Enaminones: Bimetallic Co-Catalytic Synthesis of Cyclopentadienes from Alkynes

被引：9
作者：
Chen, Kai [1 ]
Lv, Jie [1 ]
Chen, Jie [2 ]
Zhang, Jian [1 ]
Li, Ling [1 ]
Zhao, Min [1 ]
Jiang, Yaojia [1 ,2 ]
机构：
[1] Guizhou Univ, Natl Key Lab Green Pesticide, Key Lab Green Pesticide & Agr Bioengn, Minist Educ, Guiyang 550025, Peoples R China
[2] Nanjing Tech Univ, Inst Adv Synth, Sch Chem & Mol Engn, Nanjing 211816, Peoples R China
来源：
ORGANIC LETTERS | 2023年 / 25卷 / 25期
基金：
中国国家自然科学基金;
关键词：
OXIDATIVE ADDITION; GOLD CATALYSIS; CYCLOPROPANATION; ACTIVATION; MIGRATION; INSERTION;
D O I：
10.1021/acs.orglett.3c01568
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient Au(III)/Ag(I) co-catalytic platform hasbeen establishedfor the synthesis of cyclopentadienes through amine-release annulationof enaminones with alkynes. Vinylcarbenoids that were generated from1,2-migration of propargyl esters may undergo a tandem annulationprocess with enaminones to give aminocyclopentenes as key intermediates.The bimetal catalytic system is compatible with a broad substratescope under mild reaction conditions. The obtained cyclopentadienesare allowed to undergo late-stage modifications into complex moleculeswith high chemo- and regioselectivities.
引用
收藏
页码：4688 / 4693
页数：6
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