Manganese-Catalyzed N-Alkylation of Sulfonamides Using Alcohols
Author(s) -
Benjamin G. ReedBerendt,
Louis C. Morrill
Publication year - 2019
Publication title -
the journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.2
H-Index - 228
eISSN - 1520-6904
pISSN - 0022-3263
DOI - 10.1021/acs.joc.9b00203
Subject(s) - alkylation , manganese , chemistry , catalysis , yield (engineering) , alkyl , aryl , pincer movement , primary (astronomy) , organic chemistry , combinatorial chemistry , materials science , physics , astronomy , metallurgy
An efficient manganese-catalyzed N-alkylation of sulfonamides has been developed. This borrowing hydrogen approach employs a well-defined and bench-stable Mn(I) PNP pincer precatalyst, allowing benzylic and simple primary aliphatic alcohols to be employed as alkylating agents. A diverse range of aryl and alkyl sulfonamides undergoes mono- N-alkylation in excellent isolated yields (32 examples, 85% average yield).
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