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author:

Ye, Mingxing (Ye, Mingxing.) [1] | Hou, Mengyuan (Hou, Mengyuan.) [2] | Wang, Yahao (Wang, Yahao.) [3] | Ma, Xingxing (Ma, Xingxing.) [4] | Yang, Kai (Yang, Kai.) [5] (Scholars:杨凯) | Song, Qiuling (Song, Qiuling.) [6] (Scholars:宋秋玲)

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Abstract:

Alkynes are attractive synthons for organic chemistry. Despite the prevalence of transition-metal-catalyzed Sonogashira reactions, a transition-metal-free version of the arylation of terminal alkynes is elusive. Herein, we report an efficient transition-metal-free Sonogashira-type coupling reaction for the one-pot arylation of alkynes to construct C(sp)-C(sp2) bonds from a tetracoordinate boron intermediate with NIS as a mediator. With its high efficiency, wide substrate range, and good functional group tolerance, this method is further supported by the gram-scale synthesis and subsequent modification of complex molecules.

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Community:

  • [ 1 ] [Ye, Mingxing]Fuzhou Univ, Fujian Prov Univ, Coll Chem, Key Lab Mol Synth & Funct Discovery, Fuzhou 350108, Fujian, Peoples R China
  • [ 2 ] [Hou, Mengyuan]Fuzhou Univ, Fujian Prov Univ, Coll Chem, Key Lab Mol Synth & Funct Discovery, Fuzhou 350108, Fujian, Peoples R China
  • [ 3 ] [Wang, Yahao]Fuzhou Univ, Fujian Prov Univ, Coll Chem, Key Lab Mol Synth & Funct Discovery, Fuzhou 350108, Fujian, Peoples R China
  • [ 4 ] [Ma, Xingxing]Fuzhou Univ, Fujian Prov Univ, Coll Chem, Key Lab Mol Synth & Funct Discovery, Fuzhou 350108, Fujian, Peoples R China
  • [ 5 ] [Yang, Kai]Fuzhou Univ, Fujian Prov Univ, Coll Chem, Key Lab Mol Synth & Funct Discovery, Fuzhou 350108, Fujian, Peoples R China
  • [ 6 ] [Song, Qiuling]Fuzhou Univ, Fujian Prov Univ, Coll Chem, Key Lab Mol Synth & Funct Discovery, Fuzhou 350108, Fujian, Peoples R China
  • [ 7 ] [Song, Qiuling]Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Henan, Peoples R China

Reprint 's Address:

  • [Song, Qiuling]Fuzhou Univ, Fujian Prov Univ, Coll Chem, Key Lab Mol Synth & Funct Discovery, Fuzhou 350108, Fujian, Peoples R China;;[Song, Qiuling]Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Henan, Peoples R China;;

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ORGANIC LETTERS

ISSN: 1523-7060

Year: 2023

Issue: 10

Volume: 25

Page: 1787-1792

4 . 9

JCR@2023

4 . 9 0 0

JCR@2023

ESI Discipline: CHEMISTRY;

ESI HC Threshold:39

JCR Journal Grade:1

CAS Journal Grade:1

Cited Count:

WoS CC Cited Count: 0

SCOPUS Cited Count: 10

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 1

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