有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
フッ素を分子に組み入れる-合成ブロックの活用ハロゲン化トリフルオロアセトイミドイルの化学
宇根山 健治
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ジャーナル フリー

1995 年 53 巻 1 号 p. 43-52

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Preparation and reaction of trifluoroacetimidoyl halides 1 a (X=Cl), b (X=Br), c (X=I) have been summarized. Chemistries of three types of reactive intermediates, trifluoroacetimidoyl carbocations, carbanions and radicals were discussed. Reactions of 1 a with various nucleophiles proceeded smoothly, while palladation, zincation and lithiation of 1 c enabled carbon-carbon bond formation with electrophiles at the imidoyl carbon Meanwhile, photolysis of 1 c provided the corresponding radicals which underwent intramolecular cyclization leading to 2-trifluoromethylindoles.
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