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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Communication: polymer-assisted solution-phase synthesis of 4,5-dihydro-1,4-benzoxazepin-3(2H)-ones
Ignacio Carreras1, Jürgen Scherkenbeck, Christian Paulitz
1Bayer CropScience AG, Alfred-Nobel-Str. 50, D-40789 Monheim, Germany.
Abstract:
The polymer assisted solution phase (PASP) synthesis of 4,5-dihydro-1,4-benzoxazepin-3(2H)-ones is described. Using salicylic aldehydes, alpha-bromo acetic acid esters, and primary amines as broadly variable building blocks, the target molecules were obtained in a straightforward manner. The use of polymer bound reagents and scavengers greatly simplified workup, and avoided the use of protecting groups. A small library was prepared, showing the feasibility of the synthetic concept for the generation of larger sets of screening compounds.
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