Electrochemical Dearomative Spirocyclization of N-Acyl Thiophene-2-sulfonamides - Details

author：

Shi, Z. (Shi, Z..) ^[1] | Wang, W.-Z. (Wang, W.-Z..) ^[2] | Li, N. (Li, N..) ^[3] | Yuan, Y. (Yuan, Y..) ^[4] | Ye, K.-Y. (Ye, K.-Y..) ^[5]

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Abstract：

The　Friedel-Crafts　type　alkylation　of　C2-tethered　thiophenes　has　been　reported　to　be　nonregioselective.　Taking　advantage　of　the　highly　regioselective　5-exo-trig　spirocyclization　of　an　electrochemically　generated　amidyl　radical,　we　have　unraveled　an　electrochemical　dearomative　spirocyclization　of　N-acyl　thiophene-2-sulfonamides.　Various　nucleophilic　agents,　including　carboxylates,　alcohols,　and　fluoride,　are　readily　incorporated　to　afford　the　remotely　functionalized　spirocyclic　dihydrothiophenes,　and　their　novel　spirocyclic　scaffolds　have　been　shown　to　exhibit　promising　antitumor　activities.　©　2022　American　Chemical　Society.

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[ 1 ] [Shi, Z.]Institute of Pharmaceutical Science and Technology, College of Chemistry, Fuzhou University, Fuzhou, 350108, China
[ 2 ] [Wang, W.-Z.]Institute of Pharmaceutical Science and Technology, College of Chemistry, Fuzhou University, Fuzhou, 350108, China
[ 3 ] [Li, N.]Institute of Pharmaceutical Science and Technology, College of Chemistry, Fuzhou University, Fuzhou, 350108, China
[ 4 ] [Yuan, Y.]Institute of Pharmaceutical Science and Technology, College of Chemistry, Fuzhou University, Fuzhou, 350108, China
[ 5 ] [Ye, K.-Y.]Institute of Pharmaceutical Science and Technology, College of Chemistry, Fuzhou University, Fuzhou, 350108, China
[ 6 ] [Ye, K.-Y.]State Key Laboratory of Physical Chemistry of Solid Surfaces, Xiamen University, Xiamen, 361005, China

Reprint 's Address：

[Ye, K.-Y.]Institute of Pharmaceutical Science and Technology, China

Email：

kyye@fzu.edu.cn

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Source ：

Organic Letters

ISSN： 1523-7060

Year： 2022

Issue： 34

Volume： 24

Page： 6321-6325

5 . 2

JCR@2022

4 . 9 0 0

JCR@2023

ESI HC Threshold：74

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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Chinese Cited Count：

30 Days PV： 1

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