Radical Fluoroalkylation Reactions

被引:200
作者
Barata-Vallejo, Sebastian [1 ]
Victoria Cooke, Maria [1 ]
Postigo, Al [1 ]
机构
[1] Univ Buenos Aires, Fac Farm & Bioquim, Dept Quim Organ, Junin 954, RA-1113 Buenos Aires, DF, Argentina
来源
ACS CATALYSIS | 2018年 / 8卷 / 08期
关键词
perfluoroalkylation; organophotocatalysis; transition metal photocatalysis; EDA complex; FLP perfluoroalkylation; catalytic perfluoroalkylations; LIGHT-INDUCED TRIFLUOROMETHYLATION; DONOR-ACCEPTOR COMPLEX; FRUSTRATED LEWIS PAIRS; ENANTIOSELECTIVE PERFLUOROALKYLATION; CATALYZED PERFLUOROALKYLATION; ASYMMETRIC FLUORINATION; ISOCYANIDE INSERTION; PHOTOREDOX CATALYSIS; TERMINAL ALKENES; FACILE ACCESS;
D O I
10.1021/acscatal.8b02066
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Recent protocols and reactions for catalytic radical perfluoroalkylations will be described. The production of perfluoroalkyl radicals (R-F = CnF2n+1, n >= 2), which effect both addition and substitution reactions on organic substrates, can be realized through a range of diverse methods such as the well-established visible-light transition-metal-mediated photocatalysis, organic-dye-photocatalyzed reactions, electron donoracceptor complexes, and more recently frustrated Lewis pairs. Thus, perfluoroalkylation reactions of carboncarbon multiple bonds, isocyanides, nitrones, hydrazones, beta-keto esters, a-cyano arylacetates, sulfides, and (hetero)arenes will be described. Special emphasis will be placed on examples published after 2015, where higher fluorinated series of fluoroalkylating reagents are studied.
引用
收藏
页码:7287 / 7307
页数:41
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