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author:

Bao, Jingjing (Bao, Jingjing.) [1] | Wei, Rongbiao (Wei, Rongbiao.) [2] | Li, Yajun (Li, Yajun.) [3] | Bao, Hongli (Bao, Hongli.) [4]

Indexed by:

Scopus SCIE

Abstract:

Ionic 1,4-difunctionalization of 1,3-enynes has often been conducted with strong nucleophiles or 1,3-enynes that are activated by an electron-withdrawing group. In this work, a palladium-catalyzed three-component ionic 1,4-carboarylation of 1,3-enynes is reported with arylated 1,3-enynes as the substrates. This method can afford various tetrasubstituted allenes with different functionalities. The palladium salt might play a key dual role in the reaction: as the catalyst to catalyze the cross-coupling reaction and as a Lewis acid to facilitate the nucleophilic attack. The synthetic value of this method is demonstrated by the further cyclization, decoration, and hydrolysis of the allene products.

Keyword:

1,3-enynes 1,4-difunctionalization ionic reaction palladium tetrasubstituted allenes

Community:

  • [ 1 ] [Bao, Jingjing]Fuzhou Univ, Coll Chem, Fuzhou 350108, Fujian, Peoples R China
  • [ 2 ] [Wei, Rongbiao]Fuzhou Univ, Coll Chem, Fuzhou 350108, Fujian, Peoples R China
  • [ 3 ] [Bao, Jingjing]Chinese Acad Sci, Key Lab Coal Ethylene Glycol & Its Related Techno, Fujian Inst Res Struct Matter, Fuzhou 350002, Peoples R China
  • [ 4 ] [Wei, Rongbiao]Chinese Acad Sci, Key Lab Coal Ethylene Glycol & Its Related Techno, Fujian Inst Res Struct Matter, Fuzhou 350002, Peoples R China
  • [ 5 ] [Li, Yajun]Chinese Acad Sci, Key Lab Coal Ethylene Glycol & Its Related Techno, Fujian Inst Res Struct Matter, Fuzhou 350002, Peoples R China
  • [ 6 ] [Bao, Hongli]Chinese Acad Sci, Key Lab Coal Ethylene Glycol & Its Related Techno, Fujian Inst Res Struct Matter, Fuzhou 350002, Peoples R China
  • [ 7 ] [Bao, Hongli]Univ Chinese Acad Sci, Beijing 100049, Peoples R China

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Source :

SYNTHESIS-STUTTGART

ISSN: 0039-7881

Year: 2022

Issue: 16

Volume: 54

Page: 3631-3641

2 . 6

JCR@2022

2 . 2 0 0

JCR@2023

ESI Discipline: CHEMISTRY;

ESI HC Threshold:74

JCR Journal Grade:2

CAS Journal Grade:3

Cited Count:

WoS CC Cited Count:

SCOPUS Cited Count:

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 1

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