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Synthesis of 4‐Trifluoromethylated 1,3‐Butadienes via Palladium Catalyzed Heck Reaction

Synthesis of 4‐Trifluoromethylated 1,3‐Butadienes via Palladium Catalyzed Heck Reaction 1,3‐Butadiene plays a key role in modern synthetic chemistry and biochemistry because it is a key intermediate in the synthesis of many drugs. A new and effective method for the synthesis of 4‐trifluoromethylated 1,3‐butadiene through the fluorinated Heck reaction catalyzed by Pd(0) is described. Without additives, 1‐chloro‐3,3,3‐trifluoropropene (an inexpensive CF3 structural unit that is harmless to ozone) reacts with enamide to synthesize 4‐trifluoromethylated 1,3‐butadienes with good yield, high regioselectivity and chemical selectivity, and strong tolerance of substrate functional groups such as alkynes, aldehyde, and ester groups. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Chinese Journal of Chemistry Wiley

Synthesis of 4‐Trifluoromethylated 1,3‐Butadienes via Palladium Catalyzed Heck Reaction

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References (41)

Publisher
Wiley
Copyright
© 2021 SIOC, CAS, Shanghai and Wiley‐VCH GmbH
ISSN
1001-604X
eISSN
1614-7065
DOI
10.1002/cjoc.202100313
Publisher site
See Article on Publisher Site

Abstract

1,3‐Butadiene plays a key role in modern synthetic chemistry and biochemistry because it is a key intermediate in the synthesis of many drugs. A new and effective method for the synthesis of 4‐trifluoromethylated 1,3‐butadiene through the fluorinated Heck reaction catalyzed by Pd(0) is described. Without additives, 1‐chloro‐3,3,3‐trifluoropropene (an inexpensive CF3 structural unit that is harmless to ozone) reacts with enamide to synthesize 4‐trifluoromethylated 1,3‐butadienes with good yield, high regioselectivity and chemical selectivity, and strong tolerance of substrate functional groups such as alkynes, aldehyde, and ester groups.

Journal

Chinese Journal of ChemistryWiley

Published: Nov 1, 2021

Keywords: 1,3‐Butadienes; Trifluoromethylated; Heck reaction; Palladium; Synthetic method

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