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Tên Straightforward synthesis of 1-alkyl-2-(trifluoromethyl)azetidines and their regiospecific ring opening toward diverse α-CF3-amines via intermediate azetidinium salts
Lĩnh vực Hóa - Công nghệ thực phẩm
Tác giả Sara Kenis, Matthias D’hooghe, Guido Verniest, Tuyet Anh Dang Thi, Phạm Thế Chính, Nguyen Van Tuyen and Norbert De Kimpe
Nhà xuất bản / Tạp chí Leuven, Belgium (International Boss Conference-13th) Năm 2012
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A straightforward approach toward nonactivated 1-alkyl-2-(trifluoromethyl)azetidines as a new class of constrained azaheterocycles was developed starting from ethyl 4,4,4-trifluoroacetoacetate via imination, hydride reduction, chlorination and base‑induced ring closure. Furthermore, the reactivity profile of these 2-CF3-azetidines was assessed by means of quaternization and subsequent regiospecific ring opening of the azetidinium intermediates by oxygen, nitrogen, carbon, sulfur and halogen nucleophiles, providing a convenient entry into a variety of novel acyclic α-(trifluoromethyl)amines.

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