Synthesis of thiohydantoins under one-pot three-component solvent-free conditions

被引：11

作者：

Cao, Song ^{[1
,2
]}

Zhu, Longjie ^{[1
]}

Zhao, Chuanmeng ^{[1
]}

Tang, Xiuhong ^{[1
]}

Sun, Huajun ^{[1
]}

Feng, Xin ^{[1
]}

Qian, Xuhong ^{[1
]}

机构：

[1] E China Univ Sci & Technol, Shanghai Key Lab Chem Biol, Sch Pharm, Shanghai 200237, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China

来源：

MONATSHEFTE FUR CHEMIE | 2008年 / 139卷 / 08期

关键词：

heterocycles; multicomponent reactions; solvent-free; cyclizations; isothiocyanates;

D O I：

10.1007/s00706-007-0842-8

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A direct and efficient one-pot three-component synthesis protocol was developed for the synthesis of thiohydantoins from readily and widely available substrates (isothiocyanates, ethyl chloroacetate, and amines) employing solvent-free conditions.

引用

页码：923 / 926

页数：4

共 24 条

[1] GLIOTOXIN .6. THE NATURE OF THE SULFUR LINKAGES - CONVERSION TO DESTHIOGLIOTOXIN [J].

DUTCHER, JD ;

JOHNSON, JR ;

BRUCE, WF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1945, 67 (10) :1736-1745

[2] Design, synthesis, and biological evaluation of thio-containing compounds with serum HDL-cholesterol-elevating properties [J].

Elokdah, H ;

Sulkowski, TS ;

Abou-Gharbia, M ;

Butera, JA ;

Chai, SY ;

McFarlane, GR ;

McKean, ML ;

Babiak, JL ;

Adelman, SJ ;

Quinet, EM .

JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (03) :681-695

[3] Characterization of a valine-lysine thiourea cross-link on rat globin produced by carbon disulfide or N,N-diethyldithiocarbamate in vivo [J].

Erve, JCL ;

Amarnath, V ;

Sills, RC ;

Morgan, DL ;

Valentine, WM .

CHEMICAL RESEARCH IN TOXICOLOGY, 1998, 11 (10) :1128-1136

[4]

FARBENINDUSTRIE AG, 1950, Patent No. 956150

[5]

Khodari AI, 2002, HETEROCYCLES, V57, P1017

[6] Solventless synthesis of thiohydantoins over K2CO3 [J].

Kidwai, M ;

Venkataramanan, R ;

Dave, B .

GREEN CHEMISTRY, 2001, 3 (06) :278-279

[7] Functionalized amino acid anticonvulsants: Synthesis and pharmacological evaluation of conformationally restricted analogues [J].

LeTiran, A ;

Stables, JP ;

Kohn, H .

BIOORGANIC & MEDICINAL CHEMISTRY, 2001, 9 (10) :2693-2708

[8] Substituted 2-thioxoimidazolidin-4-ones and imidazolidine-2,4-diones as fatty acid amide hydrolase inhibitors templates [J].

Muccioli, GG ;

Fazio, N ;

Scriba, GKE ;

Poppitz, W ;

Cannata, F ;

Poupaert, JH ;

Wouters, J ;

Lambert, DM .

JOURNAL OF MEDICINAL CHEMISTRY, 2006, 49 (01) :417-425

[9] 1-benzhydryl-3-phenylurea and 1-benzhydryl-3-phenylthiourea derivatives:: New templates among the CB1 cannabinoid receptor inverse agonists [J].

Muccioli, GG ;

Wouters, J ;

Scriba, GKE ;

Poppitz, W ;

Poupaert, JH ;

Lambert, DM .

JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (23) :7486-7490

[10] Substituted 5,5′-diphenyl-2-thioxoimidazolidin-4-one as CB1 cannabinoid receptor ligands:: Synthesis and pharmacological evaluation [J].

Muccioli, GG ;

Martin, D ;

Scriba, GKE ;

Poppitz, W ;

Poupaert, JH ;

Wouters, J ;

Lambert, DM .

JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (07) :2509-2517

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