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S,O‐Ligand‐Promoted Pd‐Catalyzed C–H Olefination of Thiophenes
Author(s) -
ÁlvarezCasao Yolanda,
FernándezIbáñez M. Ángeles
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201900077
Subject(s) - chemistry , ligand (biochemistry) , catalysis , substrate (aquarium) , denticity , selectivity , combinatorial chemistry , thiophene , stereochemistry , medicinal chemistry , organic chemistry , receptor , crystal structure , biochemistry , oceanography , geology
An efficient Pd II catalyzed C–H olefination of thiophenes has been developed using an easily accessible bidentate S,O‐ligand. The catalytic system promotes the C‐2 olefination of a wide range of thiophenes bearing both, electron donating and withdrawing groups under mild conditions. This methodology provides a direct path towards the synthesis of 2,3‐disubstituted thiophenes, which are difficult to obtain via other C–H functionalization routes. The S,O‐ligand is responsible for the broad substrate scope and high levels of C‐2 selectivity in 3‐substituted thiophenes.