Synlett
DOI: 10.1055/a-2307-0567
letter

Efficient Synthesis of Difluoroacrylamide/Amine From Fluorinated Olefins Under Base Promotion

Yang Li
1   chemistry, Xi’an Polytechnic University, Xi'an, China
,
Yi Ran Shi
2   School of Environmental and Chemical Engineering, Xi'an Polytechnic University, Xi'an, China (Ringgold ID: RIN71179)
,
Zhi Bo Li
3   School of Environmental and Chemical Engineering, Xi'an Polytechnic University, Xi'an, China (Ringgold ID: RIN71179)
,
Hong Li
4   School of Environmental and Chemical Engineering, Xi’an Polytechnic University, Xi'an, China
,
Wen Qing Zhu
3   School of Environmental and Chemical Engineering, Xi'an Polytechnic University, Xi'an, China (Ringgold ID: RIN71179)
,
Qiang Wei Fan
5   School of Environmental and Chemical Engineering,, Xi'an Polytechnic University, Xi'an, China (Ringgold ID: RIN71179)
,
Xin Yue Li
3   School of Environmental and Chemical Engineering, Xi'an Polytechnic University, Xi'an, China (Ringgold ID: RIN71179)
› Author Affiliations

Difluoroacrylamides/amines are an important class of fluorinated compounds. Here, we report an efficient synthesis method for difluoroacrylamides without the use of transition metals. Under simple base promoted conditions, 3-bromo-3,3-difluoroprop-1-ene can react with aniline or mono-substituted aniline, removing one molecule of HBr to obtain the target compound. The substituent can be methyl or acryloyl. Another efficient method for synthesizing difluoroalkenes is the reaction of 2-bromo-3,3,3-trifluoroprop-1-ene with indole, which can also yield difluoroalkenes under standard conditions.



Publication History

Received: 22 January 2024

Accepted after revision: 15 April 2024

Accepted Manuscript online:
15 April 2024

© . Thieme. All rights reserved.

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany