中国化学快报(英文版)2024,Vol.35Issue(1) :254-258.DOI:10.1016/j.cclet.2023.108777

Chemodivergent annulations of allenyl imides and β,y-enones switched by nucleophilic phosphine and amine catalysts

Bingsen Xiang Yuhao Wang Chuqing Xiao Fengkai He Yiyong Huang
中国化学快报(英文版)2024,Vol.35Issue(1) :254-258.DOI:10.1016/j.cclet.2023.108777

Chemodivergent annulations of allenyl imides and β,y-enones switched by nucleophilic phosphine and amine catalysts

Bingsen Xiang 1Yuhao Wang 1Chuqing Xiao 2Fengkai He 1Yiyong Huang1
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作者信息

  • 1. Department of Chemistry,School of Chemistry,Chemical Engineering and Life Science,Wuhan University of Technology,Wuhan 430070,China
  • 2. Wuhan Britain China School,Wuhan 430022,China
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Abstract

Nucleophilic phosphine and amine catalyst-switched chemodivergent[4+1]and[3+3]annulations of allenyl imides and β,γ-enones have been developed,furnishing highly substituted 2-cyclopentenone and 2-pyranone derivatives in moderate to excellent yields.Two plausible reaction mechanisms involving two different ketene intermediates have been proposed to explain the observed chemoselectivity.Moreover,by virtue of the α,β-enone substructure of the[4+1]adducts,1,3-dipolar cycloaddition of nitrile imines has been studied in one-pot to provide various fused pyrazoline derivatives.

Key words

Chemodivergent/Nucleophilic catalysis/Allene/Cyclopentenone/Pyranone

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基金项目

国家自然科学基金(22072111)

中央高校基本科研业务费专项(2023IVA055)

出版年

2024
中国化学快报(英文版)
中国化学会

中国化学快报(英文版)

CSTPCDCSCD
影响因子:0.771
ISSN:1001-8417
参考文献量48
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