Open AccessSwitchable Copper-Catalyzed Approach to Benzodithiole, Benzothiaselenole, and Dibenzodithiocine Skeletons
Author(s) -
MengQiao Huang,
Tuanjie Li,
JianQuan Liu,
Andrey Shatskiy,
Markus D. Kärkäs,
XiangShan Wang
Publication year - 2020
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.0c00907
Subject(s) - chemistry , copper , catalysis , sulfur , combinatorial chemistry , medicinal chemistry , organic chemistry
A copper-catalyzed reaction between 2-bromo-benzothioamides and S 8 or Se involving sulfur rearrangement is reported, enabling access to benzodithioles 2 and benzothiaselenoles 6 in the presence of Cs 2 CO 3 . In the absence of S 8 or Se, the reaction affords dibenzodithiocines 7 via two consecutive C(sp 2 )-S Ullmann couplings.
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