4.3 Article

DMF•HCl as a versatile and straightforward N- and O-formylating agent

Journal

SYNTHETIC COMMUNICATIONS
Volume 51, Issue 4, Pages 585-592

Publisher

TAYLOR & FRANCIS INC
DOI: 10.1080/00397911.2020.1844901

Keywords

N-Formylation; DMF· HCl complex; O-Formylation; cyclic amines; anilines

Funding

  1. Consejo Nacional de Ciencia y Tecnologia (CONACYT) of Mexico
  2. [INFRA-2015-01-252013]
  3. [INFRA2019-301144]

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A straightforward methodology has been developed for the formylation of secondary cyclic amines, anilines, and steroids, utilizing the previously unreported DMF·HCl complex as a versatile and easily-available formylating system that can be stored without loss of activity.
Inspired by the serendipitous isolation of N-formylpiperazines when we attempted the synthesis of a series of piperazines, we have developed a straightforward methodology for the N- and O- formylation of secondary cyclic amines, anilines and steroids, respectively. Such approach is based on the hitherto non-reported use of DMF center dot HCl complex, as a versatile and easily-available formylating system that can be stored without apparent loss of activity.

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