The First Example of Saccharin‐Lithium Bromide Catalysis: Direct Synthesis of  N ‐Tosylimines from Alcohols | Zendy

Patel Rajesh | Zendy; Srivastava Vishnu P. | Zendy; Yadav Lal Dhar S. | Zendy

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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.

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