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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Liquid-phase parallel synthesis of combinatorial libraries of substituted
Andrey S Trifilenkov1, Vladimir V Kobak, Marina A Salina
1Chemical Diversity Research Institute, Khimki, Moscow reg. 114401, Russia.
Abstract:
In this work, we explored several original combinatorial derivatization patterns for the 3,4-dihydro-2H-1,4-benzothiazine scaffold. The synthesis begins with commercially available 4-chloro- and 4-fluoro-3-nitrobenzoates and employs a sequence of moderate and high-yielding reactions that display a relatively high substituent tolerance. Simple manual techniques for parallel reactions were coupled with easy workup and purification procedures to give high-purity final products. The developed approach was easily adaptable for parallel synthesis of more than 2600 novel 2H-benzo[1,4]thiazine-6-carboxylic acid amides, which were efficiently prepared in a semiautomatic fashion using special CombiSyn synthesizers.
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