An efficient and selective tosylation of alcohols with p-toluenesulfonic acid

被引：28

作者：

Das, B ^{[1
]}

Reddy, VS ^{[1
]}

Reddy, MR ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 36期

关键词：

D O I：

10.1016/j.tetlet.2004.07.076

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Silica chloride has been found to be an efficient catalyst for facile tosylation of alcohols directly with p-toluenesulfonic acid in methylene chloride under reflux. The process is associated with selective tosylation of secondary alcohols over primary alcohols. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：6717 / 6719

页数：3

共 16 条

[1] Montmorillonite clay catalyzed tosylation of alcohols and selective monotosylation of diols with p-toluenesulfonic acid:: An enviro-economic route [J].

Choudary, BM ;

Chowdari, NS ;

Kantam, ML .

TETRAHEDRON, 2000, 56 (37) :7291-7298

[2] Convenient and efficient stereoselective synthesis of (2Z)-2(chloromethyl)alk-2-enoates using iron(III) or indium(III) chloride [J].

Das, B ;

Banerjee, J ;

Ravindranath, N ;

Venkataiah, B .

TETRAHEDRON LETTERS, 2004, 45 (11) :2425-2426

[3] Silica chloride in the presence of NaI is a useful system for the efficient and selective conversion of TMS, TBDMS and THP ethers into their corresponding iodides [J].

Firouzabadi, H ;

Iranpoor, N ;

Hazarkhani, H .

TETRAHEDRON LETTERS, 2002, 43 (40) :7139-7141

[4]

Greene T. W., 1999, PROTECTING GROUPS OR

[5]

Hartung J, 1997, SYNTHESIS-STUTTGART, P1433

[6] TOSYLATION OF ALCOHOLS [J].

KABALKA, GW ;

VARMA, M ;

VARMA, RS ;

SRIVASTAVA, PC ;

KNAPP, FF .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (12) :2386-2388

[7] 1-PHENYLSULFONYLBENZOTRIAZOLE - A NOVEL AND CONVENIENT REAGENT FOR THE PREPARATION OF BENZENESULFONAMIDES AND ARYL BENZENESULFONATES [J].

KATRITZKY, AR ;

ZHANG, GF ;

WU, J .

SYNTHETIC COMMUNICATIONS, 1994, 24 (02) :205-216

[8]

Kurita K., 1974, CHEM IND LONDON, V345

[9]

NITTA Y, 1985, CHEM PHARM BULL, V33, P1380

[10] 1-(BENZENESULFONYL)-3-METHYLIMIDAZOLIUM AND 1-(PARA-TOLUENESULFONYL)-3-METHYLIMIDAZOLIUM TRIFLATES - EFFICIENT REAGENTS FOR THE PREPARATION OF ARYLSULFONAMIDES AND ARYLSULFONATES [J].

OCONNELL, JF ;

RAPOPORT, H .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (17) :4775-4777

← 1 2 →