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1,2‐Thiazines: One‐Pot Syntheses Utilizing Mono and Diaza Analogs of Sulfones
Authors:Rebekka Anna Bohmann  Yuto Unoh  Prof?Dr Masahiro Miura  Prof?Dr Carsten Bolm
Institution:1. Institute of Organic Chemistry, RWTH Aachen University, Aachen, Germany), Fax;2. Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka, Japan;3. +49)?241‐8092391
Abstract:A one‐pot Michael addition/cyclization/condensation reaction sequence for the regioselective synthesis of 1,2‐thiazines, starting from propargyl ketones and NH‐sulfoximines or NH‐sulfondiimines, has been developed. Under mild and operationally simple reaction conditions previously unprecedented 1,2‐thiazine 1‐imide and 1‐oxide derivatives are formed in good to excellent yields. The products represent heterocyclic building blocks, readily modifiable by a regioselective C?H bond functionalization, classical cross‐coupling reactions, and deprotection.
Keywords:cyclization  heterocycles  Michael addition  sulfoximines  thiazines
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