Amide Formation: Choosing the Safer Carbodiimide in Combination with OxymaPure to Avoid HCN Release

It has been reported that DIC can react with OxymaPure to render an oxadiazole compound with the concomitant formation of HCN. Here we demonstrate that this reaction is not a feature of all carbodiimides but rather depends on the alkyl structure that flanks the two N atoms of the carbodiimide. Furth...

Full description

Saved in:

Bibliographic Details
Published in:	Organic letters Vol. 23; no. 17; pp. 6900 - 6904
Main Authors:	Manne, Srinivasa Rao, Luna, Omar, Acosta, Gerardo A., Royo, Miriam, El-Faham, Ayman, Orosz, Gyorgy, de la Torre, Beatriz G., Albericio, Fernando
Format:	Journal Article
Language:	English
Published:	United States American Chemical Society 03-09-2021
Subjects:	Letter
Online Access:	Get full text
Tags:	Add Tag No Tags, Be the first to tag this record!

Description
Summary:	It has been reported that DIC can react with OxymaPure to render an oxadiazole compound with the concomitant formation of HCN. Here we demonstrate that this reaction is not a feature of all carbodiimides but rather depends on the alkyl structure that flanks the two N atoms of the carbodiimide. Furthermore, we have identified two carbodiimides, TBEC and EDC·HCl, whose reaction with OxymaPure is exempt from HCN formation.
Bibliography:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	1523-7060 1523-7052 1523-7052
DOI:	10.1021/acs.orglett.1c02466