155444-61-4Relevant articles and documents
Synthesis of 2-aryl-3-fluoro-5-silylthiophenes via a cascade reactive sequence
Hirotaki, Kensuke,Hanamoto, Takeshi
, p. 1226 - 1229 (2013/05/09)
2-Aryl-3-fluoro-5-silylthiophenes were readily prepared only in two steps from 2-bromo-3,3,3-trifluoropropene in good yields. These transformations include the first successful SN2′-type reaction of 2-bromo-3,3,3-trifluoropropene and benzylthio
Electrolytic Reactions of Fluoro Organic Compounds. 11. Anodic Preparation and Synthetic Applications of β-Trifluoromethylated O,S-Acetals
Fuchigami, Toshio,Yamamoto, Kayoko,Yano, Hidetoshi
, p. 2946 - 2950 (2007/10/02)
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2-HALOVINYL ARYL SULFONES: NEW COUPLING REAGENTS FOR CARBOXAMIDE FORMATION
Shimagaki, Masayuki,Koshiji, Hiroko,Oishi, Takeshi
, p. 45 - 58 (2007/10/02)
E-2-Chlorovinyl p-nitrophenyl sulfone 6 and 2-bromo-2-trifluoromethylvinyl phenyl sulfone 7a reacted with carboxylic acids in the presence of a molar equiv of Et3N affording the corresponding 2-acyloxyvinyl sulfones 8, 11, 17, 18, 22, 25, 28 and 29.The latter, on treatment with amines, gave amides 9, 13, 19, 23 and 26 and peptides 30 and 32.These reagents 6 and 7a were also used for the formation of N-methylanilides 13d, 13e, 19d, 23 and 26.Particularly, 6 was successfully used for synthesis of a macrocyclic lactam 23 involving a N-methylanilide moiety.The amidation reac tions proceeded under essentially neutral conditions.Therefore, base-sensitive β-hydroxycarboxy-N-methylanilides such as 26, whose structural unit was involved in maytansine 5, could be prepared by the present method.The reagent 6 was also effective for the preparation of peptides such as Val-N-MeVal derivatives (e.g.32), which were difficult to prepare by other methods.