Bis(trifluoroacetoxy)iodo benzene (PIFA)-promoted transamidation of carboxamides and carboxylic acids with amines

Omkar S. Kamble; Rana Chatterjee; Rambabu Dandela

doi:10.24820/ark.5550190.p011.775

Bis(trifluoroacetoxy)iodo benzene (PIFA)-promoted transamidation of carboxamides and carboxylic acids with amines

Omkar S. Kamble, Rana Chatterjee, Rambabu Dandela

Research output: Contribution to journal › Article › peer-review

2 Scopus citations

Abstract

A simple and efficient method has been developed for the synthesis of amides promoted by PIFA [(bis(trifluoroacetoxy)iodo)benzene]. In this method, PIFA [(bis(trifluoroacetoxy)iodo)benzene] has been used as a useful promoter for the transamidation of dimethylformamide (DMF) with the amines. Besides, this hypervalent iodine smoothly promoted the N-formylation of various aromatic amines with formic acid. Notably, the small quantity of PIFA is found to be efficient for both strategies and large-scale synthesis can also be achieved. The present protocol involves a metal and solvent-free, mild, eco-friendly condition with a high yield of the amide products and moreover, the reactions are not air or moisture sensitive.(Figure

Original language	English
Pages (from-to)	270-281
Number of pages	12
Journal	Arkivoc
Volume	2022
Issue number	5
DOIs	https://doi.org/10.24820/ark.5550190.p011.775
State	Published - 1 Jan 2022
Externally published	Yes

Keywords

Amide synthesis
PIFA [(bis(trifluoroacetoxy)iodo)benzene]
carboxamides
carboxylic acids
metal-free

ASJC Scopus subject areas

Organic Chemistry

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10.24820/ark.5550190.p011.775

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title = "Bis(trifluoroacetoxy)iodo benzene (PIFA)-promoted transamidation of carboxamides and carboxylic acids with amines",

abstract = "A simple and efficient method has been developed for the synthesis of amides promoted by PIFA [(bis(trifluoroacetoxy)iodo)benzene]. In this method, PIFA [(bis(trifluoroacetoxy)iodo)benzene] has been used as a useful promoter for the transamidation of dimethylformamide (DMF) with the amines. Besides, this hypervalent iodine smoothly promoted the N-formylation of various aromatic amines with formic acid. Notably, the small quantity of PIFA is found to be efficient for both strategies and large-scale synthesis can also be achieved. The present protocol involves a metal and solvent-free, mild, eco-friendly condition with a high yield of the amide products and moreover, the reactions are not air or moisture sensitive.(Figure",

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AU - Kamble, Omkar S.

AU - Chatterjee, Rana

AU - Dandela, Rambabu

N1 - Publisher Copyright: ©AUTHOR(S)

PY - 2022/1/1

Y1 - 2022/1/1

N2 - A simple and efficient method has been developed for the synthesis of amides promoted by PIFA [(bis(trifluoroacetoxy)iodo)benzene]. In this method, PIFA [(bis(trifluoroacetoxy)iodo)benzene] has been used as a useful promoter for the transamidation of dimethylformamide (DMF) with the amines. Besides, this hypervalent iodine smoothly promoted the N-formylation of various aromatic amines with formic acid. Notably, the small quantity of PIFA is found to be efficient for both strategies and large-scale synthesis can also be achieved. The present protocol involves a metal and solvent-free, mild, eco-friendly condition with a high yield of the amide products and moreover, the reactions are not air or moisture sensitive.(Figure

AB - A simple and efficient method has been developed for the synthesis of amides promoted by PIFA [(bis(trifluoroacetoxy)iodo)benzene]. In this method, PIFA [(bis(trifluoroacetoxy)iodo)benzene] has been used as a useful promoter for the transamidation of dimethylformamide (DMF) with the amines. Besides, this hypervalent iodine smoothly promoted the N-formylation of various aromatic amines with formic acid. Notably, the small quantity of PIFA is found to be efficient for both strategies and large-scale synthesis can also be achieved. The present protocol involves a metal and solvent-free, mild, eco-friendly condition with a high yield of the amide products and moreover, the reactions are not air or moisture sensitive.(Figure

KW - Amide synthesis

KW - PIFA [(bis(trifluoroacetoxy)iodo)benzene]

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Bis(trifluoroacetoxy)iodo benzene (PIFA)-promoted transamidation of carboxamides and carboxylic acids with amines

Abstract

Keywords

ASJC Scopus subject areas

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