Precise Construction of SCF2H or SeCF2H Groups on Heteroarenes Generated in Situ from CF3-Containing 1,3-Enynes - Details

author：

Jin, S. (Jin, S..) ^[1] | Kuang, Z. (Kuang, Z..) ^[2] | Song, Q. (Song, Q..) ^[3]

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Abstract：

A　divergent　strategy　for　precise　construction　of　SCF2H　or　SeCF2H　groups　on　heteroarenes　generated　in　situ　from　CF3-containing　1,3-enynes　was　developed.　Reactions　of　readily　available　1,3-enynes　with　S8　and　ClCF2H　provided　3-SCF2H-4-CF3-Thiophenes　via　a　cascade　thiophene　construction/selective　C3　position　thiolation/difluoromethylthiolation　process,　as　did　a　series　of　3-SeCF2H-4-CF3-selenophenes　by　similar　strategies.　The　plausible　radical　annulation　process　for　the　construction　of　the　thiophene　ring　and　difluorocarbene　generated　in　situ　was　confirmed　by　experiment.　Copyright　©　2020　American　Chemical　Society.

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[ 1 ] [Jin, S.]Institute of Next Generation Matter Transformation, College of Chemical Engineering and College of Material Sciences Engineering at Huaqiao University, 668 Jimei Boulevard, Xiamen, Fujian, 361021, China
[ 2 ] [Kuang, Z.]Institute of Next Generation Matter Transformation, College of Chemical Engineering and College of Material Sciences Engineering at Huaqiao University, 668 Jimei Boulevard, Xiamen, Fujian, 361021, China
[ 3 ] [Song, Q.]Institute of Next Generation Matter Transformation, College of Chemical Engineering and College of Material Sciences Engineering at Huaqiao University, 668 Jimei Boulevard, Xiamen, Fujian, 361021, China
[ 4 ] [Song, Q.]Key Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry at Fuzhou University, Fuzhou, Fujian, 350108, China
[ 5 ] [Song, Q.]State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, China

Reprint 's Address：

[Song, Q.]Institute of Next Generation Matter Transformation, College of Chemical Engineering and College of Material Sciences Engineering at Huaqiao University, 668 Jimei Boulevard, China

Email：

qsong@hqu.edu.cn

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Source ：

Organic Letters

ISSN： 1523-7060

Year： 2020

Issue： 2

Volume： 22

Page： 615-619

6 . 0 0 5

JCR@2020

4 . 9 0 0

JCR@2023

ESI HC Threshold：160

JCR Journal Grade：1

CAS Journal Grade：1

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ESI Highly Cited Papers on the List： 0 Unfold All

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30 Days PV： 0

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