A new and efficient method for the protection of alcohols and phenols by using hexamethyldisilazane in the presence of anhydrous ferric chloride under mild reaction conditions

被引：6

作者：

Akhlaghinia, Batool ^{[1
]}

机构：

[1] Damghan Univ Basic Sci, Dept Chem, Damghan, Iran

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2007年 / 182卷 / 03期

关键词：

alcohol; ferric chloride; hexamethyldisilazane HMDS; phenol; trimethylsilylether;

D O I：

10.1080/10426500601047487

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Alcohols and phenols are protected with hexamethyldisilazane in the presence of anhydrous ferric chloride in good to excellent yields in acetonitrile. This method is highly selective for the conversion of primary alcohols in the presence of secondary and tertiary alcohols and also for conversion phenols.

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页码：687 / 694

页数：8

相关论文

共 22 条

[1] An efficient method for the protection of alcohols and phenols by using hexamethyldisilazane in the presence of cupric sulfate pentahydrate under neutral reaction conditions [J].

Akhlaghinia, B ;

Tavakoli, S .

SYNTHESIS-STUTTGART, 2005, (11) :1775-1778

[2] N, N′, N′′, N′′′,-tetramethyltetra-2,3-pyridinoporphyrazinato copper(II) as a new catalyst in solvent-free tetrahydropyranylation (THP) of alcohols and phenols [J].

Akhlaghinia, B ;

Asadi, M ;

Safaei, E ;

Heydarpoor, M .

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2004, 8 (11) :1285-1288

[3] Efficient conversion of tetrarydropyranyl (THP) ethers to their corresponding cyanides with triphenylphosphine/2,3-dichloro-5,6-dicyanobenzoquinone/n-Bu4 NCN [J].

Akhlaghinia, B .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2004, 179 (09) :1783-1786

[4] Hexamethyldisilazane in the presence of N,N′,N",N′"-tetramethyltetra-2,3-pyridinoporphyrazinato copper(II) is a new, mild and highly efficient reagent for silylation of alcohols and phenols [J].

Akhlaghinia, B ;

Asadi, M ;

Safaee, E ;

Heydarpoor, M .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2004, 179 (10) :2099-2104

[5] Novel and highly selective conversion of alcohols and thiols to alkyl nitrites with triphenylphosphine/2,3-dichloro-5,6-dicyanobenzoquinone/Bu4NNO2 system [J].

Akhlaghinia, B ;

Pourali, AR .

SYNTHESIS-STUTTGART, 2004, (11) :1747-1749

[6] N, N′N", N′′′-tetramethyltetra-2,3-pyridinoporphyrazinato copper(II) methyl sulfate as a new and efficient catalyst for the dithioacetalization and the oxathioacetalization of carbonyl compounds [J].

Akhlaghinia, Batool ;

Tavakoli, Sedigheh ;

Asadi, Mozaffar ;

Safaei, Elham .

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2006, 10 (03) :167-175

[7]

BONGINI A, 1979, SYNTHESIS-STUTTGART, P618

[8] CATALYSTS FOR SILYLATIONS WITH 1,1,1,3,3,3-HEXAMETHYLDISILAZANE [J].

BRUYNES, CA ;

JURRIENS, TK .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (20) :3966-3969

[9] Heterogeneous catalysis in trimethylsilylation of alcohols and phenols by zirconium sulfophenyl phosphonate [J].

Curini, M ;

Epifano, F ;

Marcotullio, MC ;

Rosati, O ;

Costantino, U .

SYNTHETIC COMMUNICATIONS, 1999, 29 (03) :541-546

[10] ZINC-CHLORIDE CATALYZED SILYLATION OF ALCOHOLS AND PHENOLS BY HEXAMETHYLDISILAZANE - A HIGHLY CHEMOSELECTIVE REACTION [J].

FIROUZABADI, H ;

KARIMI, B .

SYNTHETIC COMMUNICATIONS, 1993, 23 (12) :1633-1641