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Cu(OAc) 2 ‐Catalysed Oxidative Dual C–H/N–H Activation of Terminal Alkynes and N ‐Deprotected Sulfonimidamides: An Easy Access to N ‐Alkynylated Sulfonimidamides
Author(s) -
Nandi Ganesh Chandra,
Kota Sudhakar Rao,
Naicker Tricia,
Govender Thavendran,
Kruger Hendrick G.,
Arvidsson Per I.
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.201500239
Subject(s) - chemistry , borane , catalysis , medicinal chemistry , hydrolysis , chemoselectivity , oxidative phosphorylation , sulfide , alkylation , combinatorial chemistry , organic chemistry , biochemistry
We report a mild and efficient Cu(OAc) 2 ‐catalysed protocol for the oxidative C–N cross‐coupling of terminal alkynes and N ‐deprotected sulfonimidamides. The reaction leads to hitherto unknown N ‐alkynylated sulfonimidamides. Furthermore, we found that the synthesised N ‐alkynylated sulfonimidamides could undergo silica‐gel‐mediated hydrolysis to give the corresponding N ‐acyl‐sulfonimidamides, as well as borane–dimethyl sulfide‐mediated reduction to give the corresponding N ‐alkylated sulfonimidamides.