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author:

Yu, Yinghua (Yu, Yinghua.) [1] | Chen, Gui (Chen, Gui.) [2] | Zhu, Lei (Zhu, Lei.) [3] | Liao, Yun (Liao, Yun.) [4] | Wu, Yufeng (Wu, Yufeng.) [5] | Huang, Xueliang (Huang, Xueliang.) [6]

Indexed by:

EI Scopus SCIE

Abstract:

Here, we report an unprecedented gold(I)-induced beta-site regioselective formal [3 + 2] cycloaddition of ynamides with pyrido[1,2-b]indazoles, giving 3-amido-7-(pyrid-2'-yl)indoles in good to excellent yields. A complex of gold(I) catalyst with ynamide was isolated and characterized by X-ray diffraction analysis for the first time. Mechanistic investigations suggest the reaction pathway involves a gold-stabilized carbocation intermediate, which in turn participated in sequential C-H bond functionalization of the ortho-position of the phenyl ring.

Keyword:

Community:

  • [ 1 ] [Yu, Yinghua]Chinese Acad Sci, Key Lab Coal Ethylene Glycol & Its Related Techno, Fujian Inst Res Struct Matter, Yangqiao West Rd 155, Fuzhou 350002, Fujian, Peoples R China
  • [ 2 ] [Chen, Gui]Chinese Acad Sci, Key Lab Coal Ethylene Glycol & Its Related Techno, Fujian Inst Res Struct Matter, Yangqiao West Rd 155, Fuzhou 350002, Fujian, Peoples R China
  • [ 3 ] [Zhu, Lei]Chinese Acad Sci, Key Lab Coal Ethylene Glycol & Its Related Techno, Fujian Inst Res Struct Matter, Yangqiao West Rd 155, Fuzhou 350002, Fujian, Peoples R China
  • [ 4 ] [Liao, Yun]Chinese Acad Sci, Key Lab Coal Ethylene Glycol & Its Related Techno, Fujian Inst Res Struct Matter, Yangqiao West Rd 155, Fuzhou 350002, Fujian, Peoples R China
  • [ 5 ] [Wu, Yufeng]Chinese Acad Sci, Key Lab Coal Ethylene Glycol & Its Related Techno, Fujian Inst Res Struct Matter, Yangqiao West Rd 155, Fuzhou 350002, Fujian, Peoples R China
  • [ 6 ] [Huang, Xueliang]Chinese Acad Sci, Key Lab Coal Ethylene Glycol & Its Related Techno, Fujian Inst Res Struct Matter, Yangqiao West Rd 155, Fuzhou 350002, Fujian, Peoples R China
  • [ 7 ] [Liao, Yun]Fuzhou Univ, Coll Chem, Fuzhou 350108, Fujian, Peoples R China
  • [ 8 ] [Wu, Yufeng]Fuzhou Univ, Coll Chem, Fuzhou 350108, Fujian, Peoples R China

Reprint 's Address:

  • [Huang, Xueliang]Chinese Acad Sci, Key Lab Coal Ethylene Glycol & Its Related Techno, Fujian Inst Res Struct Matter, Yangqiao West Rd 155, Fuzhou 350002, Fujian, Peoples R China

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Source :

JOURNAL OF ORGANIC CHEMISTRY

ISSN: 0022-3263

Year: 2016

Issue: 18

Volume: 81

Page: 8142-8154

4 . 8 4 9

JCR@2016

3 . 4 0 0

JCR@2023

ESI Discipline: CHEMISTRY;

ESI HC Threshold:235

JCR Journal Grade:1

CAS Journal Grade:2

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: 0

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