Synthesis of 2-iminothiazoline derivatives by sequential conjugate addition/annulation/ring-opening reactions

被引：18

作者：

Arcadi, A

Attanasi, OA

Giorgi, G

Filippone, P

Rossi, E

Santeusanio, S

机构：

[1] Univ Urbino, Ist Chim Organ, Fac Sci Matemat Fis & Nat, I-61029 Urbino, Italy

[2] Univ Aquila, Dipartimento Chim Ingn Chim & Mat, Fac Sci, I-67100 Laquila, Italy

[3] Univ Siena, Dipartimento Chim, I-53100 Siena, Italy

[4] Univ Siena, Ctr Interdipartimentale Anal & Determinaz Struttu, I-53100 Siena, Italy

[5] Univ Milan, Ist Chim Organ, Fac Farm, I-20139 Milan, Italy

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 46期

关键词：

conjugate addition; annulation; ring-opening; dimerization;

D O I：

10.1016/j.tetlet.2003.09.123

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1,2-Diaza-1.3-butadienes reacted with rhodanine affording 2-(mercaptoacetyl)iminothiazoline derivatives through conjugate addition/annulation/ring-opening/oxidative dimerization. The hypothesized ring-closure and ring-opening mechanism was supported by X-ray crystal structure analysis of a compound obtained by reaction of the same reagents with a chiral 1.3-oxazolidine-2-thione derivative. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：8391 / 8394

页数：4

共 17 条

[1]

Arcadi A, 1999, CHEM LETT, P59

[2]

Arcadi A, 1999, EUR J ORG CHEM, V1999, P3117

[3]

Arcadi A, 2000, SYNLETT, P1464

[4] EFFECT OF METAL-IONS IN ORGANIC-SYNTHESIS .28. SYNTHESIS OF NEW 1-AROYLAMINO-3-AMINOCARBONYLPYRROLES [J].