Difluoromethylation of Tosylhydrazone Compounds with Chlorodifluoromethane under Mild Conditions - Details

author：

Yu, C. (Yu, C..) ^[1] | Su, J. (Su, J..) ^[2] | Ma, X. (Ma, X..) ^[3] | Zhou, Y. (Zhou, Y..) ^[4] | Song, Q. (Song, Q..) ^[5]

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Scopus

Abstract：

An　effective　protocol　for　the　difluoromethylation　of　tosylhydrazone　compounds　under　mild　conditions　is　disclosed　via　a　transition-metal-free　pathway;　ClCF　2　H　is　almost　quantitatively　converted　under　the　set　conditions.　In　this　transformation,　the　process　in　which　tosylhydrazones　are　decomposed　to　lead　to　diazo　species　has　been　completely　suppressed.　This　transformation　enables　tosylhydrazones　as　efficient　difluorocarbene　scavengers　and　the　corresponding　difluoromethylated　products　were　obtained　in　good　yields　with　high　functional-group　tolerance.　©　2019　Wiley-VCH　Verlag　GmbH　&　Co.　KGaA,　Weinheim

Keyword：

carbenes; chlorodifluoromethane; difluoromethylation; hydrazones; synthetic methods

Community：

[ 1 ] [Yu, C.]Institute of Next Generation Matter Transformation, College of Materials Science & Engineering, Huaqiao University, 668 Jimei Blvd, Xiamen, Fujian, 361021, China
[ 2 ] [Su, J.]Institute of Next Generation Matter Transformation, College of Materials Science & Engineering, Huaqiao University, 668 Jimei Blvd, Xiamen, Fujian, 361021, China
[ 3 ] [Ma, X.]Institute of Next Generation Matter Transformation, College of Materials Science & Engineering, Huaqiao University, 668 Jimei Blvd, Xiamen, Fujian, 361021, China
[ 4 ] [Zhou, Y.]Institute of Next Generation Matter Transformation, College of Materials Science & Engineering, Huaqiao University, 668 Jimei Blvd, Xiamen, Fujian, 361021, China
[ 5 ] [Song, Q.]Institute of Next Generation Matter Transformation, College of Materials Science & Engineering, Huaqiao University, 668 Jimei Blvd, Xiamen, Fujian, 361021, China
[ 6 ] [Song, Q.]College of Chemistry, Fuzhou University, Fujian, 350116, China

Reprint 's Address：

[Song, Q.]Institute of Next Generation Matter Transformation, College of Materials Science & Engineering, Huaqiao University, 668 Jimei Blvd, China

Email：

qsong@hqu.edu.cn

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Source ：

Asian Journal of Organic Chemistry

ISSN： 2193-5807

Year： 2019

Issue： 5

Volume： 8

Page： 694-697

3 . 1 3

JCR@2019

2 . 8 0 0

JCR@2023

ESI HC Threshold：184

JCR Journal Grade：2

CAS Journal Grade：3

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SCOPUS Cited Count：

ESI Highly Cited Papers on the List： 0 Unfold All

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30 Days PV： 0

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