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December 22, 2021Organic Letters17 citations

Tandem CuAAC/Ring Cleavage/4 + 2 Annulation Reaction to Synthesize Dihydrooxazines and Conversion to 2-Aminopyrimidines

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WYWeiguang YangYZYu ZhaoQBQingxia Bu

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Abstract

A tandem CuAAC/ring cleavage/4 + 2 annulation reaction of terminal ynones, sulfonyl azides, and oximes has been developed to synthesize functionalized dihydrooxazines under mild conditions. In particular, intermediate N-sulfonyl acylketenimines are the first example of a 4π-system participating in 4 + 2 cycloadditions, and dihydrooxazines can convert to 2-aminopyridines through ring cleavage under basic conditions.

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Cite This Study

Yang et al. (2021) studied this question.

synapsesocial.com/papers/6a1993e33f3ec013f0dec6bbhttps://doi.org/10.1021/acs.orglett.1c04179
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