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Regioselective Access to Sultam Motifs through Cobalt‐Catalyzed Annulation of Aryl Sulfonamides and Alkynes using an 8‐Aminoquinoline Directing Group
Author(s) -
Planas Oriol,
Whiteoak Christopher J.,
Company Anna,
Ribas Xavi
Publication year - 2015
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500690
Subject(s) - annulation , chemistry , aryl , regioselectivity , catalysis , cobalt , combinatorial chemistry , substrate (aquarium) , functional group , transition metal , medicinal chemistry , organic chemistry , alkyl , oceanography , polymer , geology
The use of cobalt as catalyst in direct CH activation protocols as a replacement for more expensive second row transition metals is currently attracting significant attention. Herein we disclose a facile cobalt‐catalyzed CH functionalization route towards sultam motifs through annulation of easily prepared aryl sulfonamides and alkynes using 8‐aminoquinoline as a directing group. The reaction shows broad substrate scope with products obtained in a highly regioselective manner in good to excellent isolated yields. Mechanistic insights suggest the formation of a Co(III)‐aryl key species via a rate‐determining arene CH activation during the annulation reaction.