Oxathioacetalization, thioacetalization and transthioacetalization of carbonyl compounds by N-bromosuccinimide:: selectivity and scope

被引：40

作者：

Kamal, A ^{[1
]}

Chouhan, G ^{[1
]}

Ahmed, K ^{[1
]}

机构：

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

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 39期

关键词：

D O I：

10.1016/S0040-4039(02)01610-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Efficient oxathioacetalization, thioacetalization and transthioacetalization of carbonyl compounds have been achieved in high yields employing N-bromosuccinimide as a catalyst. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：6947 / 6951

页数：5

共 27 条

[1]

Ballini R, 2001, SYNTHESIS-STUTTGART, P1826

[2] ORGANIC SULFUR-COMPOUNDS .2. SULFUR-DIOXIDE AS CATALYST IN THE SYNTHESIS OF THIOACETALS FROM ALDEHYDES OR KETONES AND ALKANETHIOLS, ALKANEDITHIOLS, OR HYDROXYALKANETHIOLS [J].

BURCZYK, B ;

KORTYLEWICZ, Z .

SYNTHESIS-STUTTGART, 1982, (10) :831-833

[3] STUDIES IN ORGANIC SULFUR COMPOUNDS .6. CYCLIC ETHYLENE AND TRIMETHYLENE HEMITHIOKETALS [J].

DJERASSI, C ;

GORMAN, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (15) :3704-3708

[4] ASYMMETRIC SYNTHESES BASED ON 1,3-OXATHIANES .1. SCOPE OF THE REACTION [J].

ELIEL, EL ;

MORRISNATSCHKE, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (10) :2937-2942

[5] Iodine catalyzes efficient and chemoselective thioacetalization of carbonyl functions, transthioacetalization of O,O- and S,O-acetals and acylals [J].

Firouzabadi, H ;

Iranpoor, N ;

Hazarkhani, H .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (22) :7527-7529

[6]

Firouzabadi H, 1998, SYNLETT, P739

[7]

GREENE TW, 1991, PROTECTIVE GROUPS OR, P188

[8] Transdithioacetalization of acetals, ketals, oximes, enamines and tosylhydrazones catalysed by natural kaolinitic clay [J].

Jnaneshwara, GK ;

Barhate, NB ;

Sudalai, A ;

Deshpande, VH ;

Wakharkar, RD ;

Gajare, AS ;

Shingare, MS ;

Sukumar, R .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (05) :965-968

[9]

Kamal A, 2002, SYNLETT, P474

[10]

Karimi B, 1999, SYNLETT, P1456

← 1 2 3 →