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Direct C–S Bond Functionalization of Benzyl Mercaptan
Author(s) -
Choudhuri Khokan,
Pramanik Milan,
Mal Prasenjit
Publication year - 2020
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.202000521
Subject(s) - chemistry , surface modification , aryl , bond cleavage , halide , cleavage (geology) , phenanthroline , combinatorial chemistry , medicinal chemistry , polymer chemistry , organic chemistry , catalysis , alkyl , geotechnical engineering , fracture (geology) , engineering
Cleavage of a C–S bond of benzyl mercaptan led to formation of a new C–C bond during ( Z )‐selective alkenylation of nitriles using 1,10‐phenanthroline as organocatalyst and t BuOK as a base. Furthermore, we have shown that the cascaded functionalization of benzylic C–S and aryl–halide bonds could be done in one pot. 1 H NMR study and kinetic experiments also helped to establish the mechanism of the reaction.