Literature DB >> 18783224

On the two-component microwave-mediated reaction of isonitriles with carboxylic acids: regarding alleged formimidate carboxylate mixed anhydrides.

Xuechen Li1, Yu Yuan, William F Berkowitz, Louis J Todaro, Samuel J Danishefsky.   

Abstract

Microwave induced two-component coupling (2CC) reaction of carboxylic acids with isonitriles gives rise to various N-formylamides. The formimidate carboxylate mixed anhydride (FCMA) is proposed as the reactive intermediate, which undergoes 1,3-O-->N acyl transfer to give the observed product. The formation and survival of the labile FCMA system has been evaluated.

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Year:  2008        PMID: 18783224      PMCID: PMC2580818          DOI: 10.1021/ja8047078

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  15 in total

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