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author:

Zhou, Y. (Zhou, Y..) [1] | Chen, F. (Chen, F..) [2] | Li, Z. (Li, Z..) [3] | Dong, J. (Dong, J..) [4] | Li, J. (Li, J..) [5] | Zhang, B. (Zhang, B..) [6] | Song, Q. (Song, Q..) [7]

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Abstract:

A novel difluorocarbene promoted single-atom skeletal editing of 2H-indazoles is demonstrated herein. Ethyl bromodifluoroacetate was severed as the difluorocarbene source in the current protocol, facilitating the cleavage of the N−N bond via carbon atom insertion. This metal-free ring expansion reaction enables the late-stage diversification of indazole skeletons, assembling a diverse array of functionalized quinazolin-4(3H)-ones in decent yields with excellent functional group compatibility. © 2023, Science China Press.

Keyword:

difluorocarbene indazoles N−N bond cleavage quinazolin-4(3H)-ones skeletal editing

Community:

  • [ 1 ] [Zhou Y.]Hubei Key Laboratory of Pollutant Analysis & Reuse Technology, College of Chemistry and Chemical Engineering, Hubei Normal University, Huangshi, 435002, China
  • [ 2 ] [Chen F.]Hubei Key Laboratory of Pollutant Analysis & Reuse Technology, College of Chemistry and Chemical Engineering, Hubei Normal University, Huangshi, 435002, China
  • [ 3 ] [Li Z.]Hubei Key Laboratory of Pollutant Analysis & Reuse Technology, College of Chemistry and Chemical Engineering, Hubei Normal University, Huangshi, 435002, China
  • [ 4 ] [Dong J.]Hubei Key Laboratory of Pollutant Analysis & Reuse Technology, College of Chemistry and Chemical Engineering, Hubei Normal University, Huangshi, 435002, China
  • [ 5 ] [Li J.]Hubei Key Laboratory of Pollutant Analysis & Reuse Technology, College of Chemistry and Chemical Engineering, Hubei Normal University, Huangshi, 435002, China
  • [ 6 ] [Zhang B.]Hubei Key Laboratory of Pollutant Analysis & Reuse Technology, College of Chemistry and Chemical Engineering, Hubei Normal University, Huangshi, 435002, China
  • [ 7 ] [Song Q.]Key Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry at Fuzhou University, Fuzhou, 350108, China

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Source :

Science China Chemistry

ISSN: 1674-7291

Year: 2023

Issue: 7

Volume: 66

Page: 1975-1981

1 0 . 4

JCR@2023

1 0 . 4 0 0

JCR@2023

ESI HC Threshold:39

JCR Journal Grade:1

CAS Journal Grade:2

Cited Count:

WoS CC Cited Count:

SCOPUS Cited Count: 27

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 0

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