Premium
The First Example of Saccharin‐Lithium Bromide Catalysis: Direct Synthesis of N ‐Tosylimines from Alcohols
Author(s) -
Patel Rajesh,
Srivastava Vishnu P.,
Yadav Lal Dhar S.
Publication year - 2010
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.201000193
Subject(s) - chemistry , saccharin , lithium bromide , bromide , catalysis , chloramine t , lithium (medication) , condensation , alcohol oxidation , organic chemistry , alcohol , combinatorial chemistry , medicine , physics , heat exchanger , thermodynamics , endocrinology
The first procedure to access N ‐tosylimines directly from alcohols under mild and neutral conditions is reported. The protocol involves saccharin‐lithium bromide‐catalyzed oxidation of alcohols to aldehydes/ketones with chloramine‐T followed by their condensation with the in situ generated oxidation by‐product p ‐toluenesulfonamide in the same reaction vessel to afford N ‐tosylimines in 40–90% overall yields. The present work opens up a new and efficient synthetic route to N ‐tosyimines directly from alcohols in a one‐pot procedure.