E‐Selective Hydrothiolation of Terminal Arylallenes with Arylthiols Catalyzed by Ni (PMe3)4

A catalytic system of regioselective synthesis of allyl sulfides via hydrothiolation of terminal arylallenes with arylthiols has been developed using nickel(0) complex Ni (PMe3)4 as a catalyst. In most cases the excellent to moderate yields were obtained under mild conditions. A catalytic mechanism...

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Bibliographic Details
Published inApplied organometallic chemistry Vol. 34; no. 2
Main Authors Ren, Shishuai, Xue, Benjing, Zheng, Tingting, Wang, Yangyang, Sun, Hongjian, Li, Xiaoyan, Fuhr, Olaf, Fenske, Dieter
Format Journal Article
LanguageEnglish
Published Chichester Wiley Subscription Services, Inc 01.02.2020
Subjects
allyl sulfide
Chemical synthesis
Chemistry
hydrothiolation
Nickel
nickel complex
Regioselectivity
terminal arylallene
Thiophenol
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Summary:A catalytic system of regioselective synthesis of allyl sulfides via hydrothiolation of terminal arylallenes with arylthiols has been developed using nickel(0) complex Ni (PMe3)4 as a catalyst. In most cases the excellent to moderate yields were obtained under mild conditions. A catalytic mechanism was suggested and partially‐experimentally verified. To the best of our knowledge, this is the first example of regioselective addition of thiophenols to terminal arylallenes catalyzed by nickel(0) complex. It was noteworthy that this catalytic system was only applicable to thiophenol compounds with terminal arylallenes. A catalytic system of regioselective synthesis of allyl sulfides via hydrothiolation of terminal arylallenes with arylthiols has been developed using nickel(0) complex Ni (PMe3)4 as a catalyst. In most cases the excellent to moderate yields were obtained under mild conditions. A catalytic mechanism was suggested and partially‐experimentally verified.
ISSN:0268-2605
1099-0739
DOI:10.1002/aoc.5291