SYNTHESIS OF 4-THIAZOLIDINONES FROM RHODANINES BY THIOCARBONYL REMOVAL

被引：10

作者：

HANSEN, MM

HARKNESS, AR

机构：

[1] Chemical Process Research and Development Division Lilly Research Labs. A Division of Eli Lilly, Company Indianapolis

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 38期

关键词：

D O I：

10.1016/0040-4039(94)88201-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new procedure for synthesis of 4-thiazolidinones from readily available rhodanines is reported. Slow addition of the substrate to excess zinc dust in acetic acid at reflux affords the best yields. Identification of dimeric byproducts led to development of a procedure to suppress their formation.

引用

页码：6971 / 6974

页数：4

共 9 条

[1]

ANDREASCH R, 1928, MONATSH CHEM, V49, P122

[2] 4-THIAZOLIDINONES [J].

BROWN, FC .

CHEMICAL REVIEWS, 1961, 61 (05) :463-521

[3]

GIRARD ML, 1968, B SOC CHIM FR, P3469

[4]

ISHIDATE M, 1956, J PHARM SOC JAPAN, V76, P73

[5]

NEWKOME GR, 1979, ADV HETEROCYCL CHEM, V25, P83

[6] KINETIC RESOLUTION OF A RACEMIC SULFIDE BY ENANTIOSELECTIVE SULFOXIDE FORMATION [J].

PHILLIPS, ML ;

BERRY, DM ;

PANETTA, JA .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (14) :4047-4049

[7]

PHILLIPS MR, COMMUNICATION

[8] A NOVEL ROUTE TO 3,5,5-TRISUBSTITUTED THIAZOLIDINE-4-ONES [J].

STEFANOVIC, M ;

STOJILJK.A ;

JOKIC, A .

TETRAHEDRON, 1965, 21 (04) :831-+

[9] THIONE REDUCTIONS FOR PREPARATION OF 5-MEMBERED HETEROCYCLES [J].

WILLIAMS, DR ;

MOORE, JL .

TETRAHEDRON LETTERS, 1983, 24 (04) :339-342

← 1 →