Catalytic decomposition of alkyl chloroformates by hexabutylguanidinium chloride

被引：12

作者：

Foulon, F ^{[1
]}

Fixari, B ^{[1
]}

Picq, D ^{[1
]}

LePerchec, P ^{[1
]}

机构：

[1] CNRS,LAB MAT ORGAN PROPRIETES SPECIF,F-69390 VERNAISON,FRANCE

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 19期

关键词：

D O I：

10.1016/S0040-4039(97)00626-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Hexabutylguanidinium chloride (0.5 molar %) efficiently decomposes alkyl chloroformates into Chlorides, with low alkenes formation, via a S(N)2 mechanism as demonstrated from, substituents effects and asymmetric chloride synthesis. (C) 1997 Elsevier Science Ltd.

引用

页码：3387 / 3390

页数：4

共 15 条

[1] PREPARATION OF ARYL CHLORIDES FROM PHENOLS [J].

BAY, E ;

BAK, DA ;

TIMONY, PE ;

LEONEBAY, A .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (10) :3415-3417

[2] FACTORS IN FORMATION OF ISOMERICALLY AND OPTICALLY PURE ALKYL HALIDES .7. REARRANGEMENTS OCCURRING DURING THERMAL DECOMPOSITION OF ALKYL CHLOROFORMATES [J].

CLINCH, PW ;

HUDSON, HR .

JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1971, (04) :747-&

[3]

GREIF N, 1988, Patent No. 4734535

[4]

GROS P, 1993, B SOC CHIM FR, V130, P554

[5] REACTION OF EPOXIDES WITH CHLOROCARBONYLATED COMPOUNDS CATALYZED BY HEXAALKYLGUANIDINIUM CHLORIDE [J].

GROS, P ;

LEPERCHEC, P ;

SENET, JP .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (17) :4925-4930

[6] DI-(2,2,2-TRICHLOROETHYL)-CARBONATE - BY-PRODUCT IN REACTIONS WITH 2,2,2-TRICHLOROETHYL CHLOROFORMATE [J].

HE, XS ;

BROSSI, A .

SYNTHETIC COMMUNICATIONS, 1990, 20 (14) :2177-2179

[7]

HOUSSA AHJ, 1932, J CHEM SOC, V108, P108

[8]

HOUSSA AHJ, 1929, J CHEM SOC, V105, P2510

[9]

Kevill D.N., 1972, CHEM ACYL HALIDES, P381

[10]

KEVILL DN, 1966, TETRAHEDRON LETT, P3727

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