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
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
收藏
页码:8391 / 8394
页数:4
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