Solvent-free facile synthesis of novel α-tosyloxy β-keto sulfones using [hydroxy(tosyloxy)iodo]benzene

被引：35
作者：
Kumar, Dalip
Sundaree, M. Swapna
Patel, Gautam
Rao, V. S.
Varma, Rajender S.
机构：
[1] US EPA, Sustainable Technol Div, Natl Risk Management Res Lab, Cincinnati, OH 45268 USA
[2] Birla Inst Technol & Sci, Chem Grp, Pilani 333031, Rajasthan, India
来源：
TETRAHEDRON LETTERS | 2006年 / 47卷 / 47期
关键词：
alpha-tosyloxy beta-keto sulfones; beta-keto sulfones; solvent-free synthesis; hydroxy(tosyloxy)iodo]benzene;
D O I：
10.1016/j.tetlet.2006.09.107
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A facile, general and high yielding protocol for the synthesis of novel alpha-tosyloxy beta-keto sulfones is described utilizing relatively non-toxic, [hydroxy(tosyloxy)iodo]benzene, under solvent-free conditions at room temperature. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码：8239 / 8241
页数：3
相关论文
共 32 条
[1]   AN EXPEDIENT SYNTHESIS OF TRISUBSTITUTED ALLENES [J].
BALDWIN, JE ;
ADLINGTON, RM ;
CROUCH, NP ;
HILL, RL ;
LAFFEY, TG .
TETRAHEDRON LETTERS, 1995, 36 (43) :7925-7928
[2]   SYNTHESIS OF ACETYLENES FROM CARBOXYLIC-ACID DERIVATIVES VIA BETA-KETO SULFONES [J].
BARTLETT, PA ;
GREEN, FR ;
ROSE, EH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (15) :4852-4858
[3]  
Bhingolikar VE, 2005, INDIAN J CHEM B, V44, P2589
[4]   A simplified green chemistry approach to the Biginelli reaction using 'Grindstone Chemistry' [J].
Bose, AK ;
Pednekar, S ;
Ganguly, SN ;
Chakraborty, G ;
Manhas, MS .
TETRAHEDRON LETTERS, 2004, 45 (45) :8351-8353
[5]   Recent advances in solventless organic reactions: towards benign synthesis with remarkable versatility [J].
Cave, GWV ;
Raston, CL ;
Scott, JL .
CHEMICAL COMMUNICATIONS, 2001, (21) :2159-2169
[6]   COMPETING, KC, BORDERLINE, KS, AND CARBONYL ADDITION PROCESSES IN SOLVOLYSES OF ALPHA-KETO MESYLATES AND TRIFLATES - ALPHA-KETO CATIONS .5. [J].
CREARY, X .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (19) :5568-5577
[7]   REACTION OF ALPHA-KETO TRIFLATES WITH SODIUM METHOXIDE [J].
CREARY, X ;
ROLLIN, AJ .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (26) :4226-4230
[8]   PROPERTIES OF ALPHA-KETO CATIONS - FACILE GENERATION UNDER SOLVOLYTIC CONDITIONS [J].
CREARY, X ;
GEIGER, CC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (15) :4151-4162
[9]   CARBOCATIONIC AND RELATED PROCESSES IN REACTIONS OF ALPHA-KETO MESYLATES AND TRIFLATES [J].
CREARY, X .
ACCOUNTS OF CHEMICAL RESEARCH, 1985, 18 (01) :3-8
[10]  
GOLDBERG, 1947, Patent No. 2421836
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