10603-48-2Relevant articles and documents
Preparation method of alkyl nitrile compound
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Paragraph 0131-0133, (2020/05/14)
The invention discloses a preparation method of an alkyl nitrile compound shown as formula I. The preparation method comprises the following step: in a solvent, in the presence of an additive and a catalyst, Zn (CN) 2 and an alkyl halide shown as formula II are subjected to a coupling reaction as shown in the specification to obtain the alkyl nitrile compound as shown in the formula I, wherein theadditive comprises an alkali, the catalyst comprises a nickel compound and a phosphine ligand; the nickel compound is one or more of zero-valent nickel, monovalent nickel salt and divalent nickel salt; when the nickel compound contains zero-valent nickel or divalent nickel salt, the catalyst further comprises a reducing agent. According to the preparation method disclosed by the invention, cyanation of an alkyl halide can be simply, conveniently and efficiently realized by using a cheap catalytic system, and the preparation method also has good functional group compatibility and substrate universality.
Stereocontrolled synthesis of 1,2-dialkyl-4-halopyrrolidines through PhSeX-induced cyclization of secondary homoallylamines
Outurquin, Francis,Pannecoucke, Xavier,Berthe, Benedicte,Paulmier, Claude
, p. 1007 - 1014 (2007/10/03)
The selenium-induced cyclization of α-alkyl or α,α-dialkylhomoallyl-benzylamines 1 by use of PhSeX (X = Cl, Br, I; 1.5 equiv.) provided a mixture of (phenylselanylmethyl)azetidines 2 and (phenylselanyl)pyrrolidines 3.[1] When an excess of PhSeX (X = Cl, Br) was used, 4-halopyrrolidines 4 (X = Cl) or 5 (X = Br) were formed and isolated in very good yields. Mono- or dialkyl 4-halopyrrolidines 4 and 5 could also be obtained stereospecifically by SO2Cl2 or Br2 treatment of 4-(phenylselanylmethyl)azetidines 2, by way of the intermediate (halomethyl)azetidines 14 (X = Cl) or 15 (X = Br). When starting from 4-(phenylselanyl)pyrrolidines 3, monoalkylated 4-halopyrrolidines 4 or 5 could be obtained stereospecifically after decomposition of the unstable dihaloselenuranes 16 and 17. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.