Literature DB >> 31660544

Recent advances in the synthesis and applications of α-(trifluoromethyl)styrenes in organic synthesis.

Feitao Tian1, Guobing Yan1, Jian Yu1.   

Abstract

α-Trifluoromethylstyrene derivatives are versatile synthetic intermediates for the preparation of more complex fluorinated compounds. Much attention has been paid to these compounds by the organic chemistry community, because they have been successfully utilized in C-F bond activation in a CF3 group, mainly including anionic SN2'-type substitution, cationic SN1'-type substitution, ipso-substitution and defluorinative functionalization with transition metals or photoredox catalysts. In addition, transition metal-catalyzed cycloaddition reactions of α-trifluoromethylstyrenes have been developed for the construction of cycloalkanes and cycloalkenes containing fluoro or trifluoromethyl groups. In this review, we systematically summarized the synthesis of α-trifluoromethylstyrenes and their applications in organic synthetic chemistry, and their mechanisms were also discussed.

Entities:  

Year:  2019        PMID: 31660544     DOI: 10.1039/c9cc06465f

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  3 in total

1.  Catalytic defluorinative ketyl-olefin coupling by halogen-atom transfer.

Authors:  Peter Bellotti; Huan-Ming Huang; Teresa Faber; Ranjini Laskar; Frank Glorius
Journal:  Chem Sci       Date:  2022-06-10       Impact factor: 9.969

2.  Palladium-catalysed difluoroolefination of benzyl tosylates toward the synthesis of gem-difluoro-2-trifluromethyl styrene derivatives.

Authors:  Jie Xu; Jiangjun Liu; Gang Chen; Baojian Xiong; Xuemei Zhang; Zhong Lian
Journal:  RSC Adv       Date:  2022-04-28       Impact factor: 4.036

3.  Hexafluoroisobutylation of enolates through a tandem elimination/allylic shift/hydrofluorination reaction.

Authors:  Aline Delamare; Guillaume Naulet; Brice Kauffmann; Gilles Guichard; Guillaume Compain
Journal:  Chem Sci       Date:  2022-07-20       Impact factor: 9.969

  3 in total

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