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A Simple Protocol from Benzalacetones to 1,1,1‐Trifluoro‐2,5‐diketones and 2‐(Trifluoromethyl)furans by Reductive Trifluoroacetylation
Author(s) -
Zhang Tianyuan,
Xie Chunchao,
Sakata Hiroto,
Nakajima Konomi,
Shimoyama Tatsuya,
Watanabe Tomohiro,
Maekawa Hirofumi
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202000160
Subject(s) - chemistry , trifluoromethyl , conjugated system , substrate (aquarium) , organic chemistry , magnesium , combinatorial chemistry , oceanography , alkyl , geology , polymer
A simple two‐step access to 1,1,1‐trifluoro‐2,5‐diketones and 2‐(trifluoromethyl)furans was developed through magnesium‐promoted reductive trifluoroacetylation of benzalacetones and acid‐facilitated deacetalization. Two types of trifluoromethylated compounds were selectively synthesized from easily prepared aromatic conjugated enones and ethyl trifluoroacetate by control of reaction conditions in moderate to high yields with wide substrate tolerance.