Diazoaldehyde Chemistry. Part 1. Transdiazotization of Acylacetaldehydes in Neutral??to??Acidic Medium. A Direct Approach to the Synthesis of α??Diazo?螃漫? …
Ö Sezer, O Anaç
Index: Sezer, Oezkan; Anac, Olcay Helvetica Chimica Acta, 1994 , vol. 77, # 8 p. 2323 - 2334
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Citation Number: 16
Abstract
Abstract First ever non-deformylating transdiazotization of acylacetaldehydes was achieved: the reactions of 2-azido-l-ethylpyridinium tetrafluoroborate (4) with acylacetaldehydes 3 proceeded partially without deformylation to yield 16 new α-diazo-β-oxoaldehydes 1 along with diazomethyl ketones 2, especially in the presence of NaOAc (Scheme 1, Tables 1 and 2). The product distribution was substituent-dependent and could be correlated ...
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