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Ligand‐ and Base‐Free Cu II ‐Mediated Selective S ‐Arylation of α‐Enolic Dithioesters by Chan–Lam Coupling at Room Temperature
Author(s) -
Koley Suvajit,
Chowdhury Sushobhan,
Chanda Tanmoy,
Ramulu B. Janaki,
Anand Namrata,
Singh Maya Shankar
Publication year - 2015
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.201403171
Subject(s) - chemistry , ligand (biochemistry) , copper , base (topology) , combinatorial chemistry , coupling (piping) , surface modification , medicinal chemistry , organic chemistry , receptor , mechanical engineering , mathematical analysis , biochemistry , mathematics , engineering
The ligand‐ and base‐free copper(II)‐mediated Chan–Lam cross‐coupling of arylboronic acids with α‐enolic dithioesters has been achieved at room temperature under aerobic neutral conditions to afford unsymmetrical α‐oxoketene S , S ‐acetals for the first time. This operationally simple, mild protocol tolerates a wide range of arylboronic acids and α‐enolic dithioesters. Typical features of this novel strategy include short reaction times (5 min), good yields and highly selective C=S functionalization leading to S ‐arylation in one pot.