1,2-diaza-1,3-butadienes: A new approach to the synthesis of selenoheterocycles

被引:0
作者
Attanasi, OA [1 ]
Filippone, P [1 ]
Perrulli, FR [1 ]
Santeusanio, S [1 ]
机构
[1] Univ Urbino, Ist Chim Organ, I-61029 Urbino, Italy
关键词
cyclizations; heterocycles; nucleophilic additions; selenium; spiro compounds;
D O I
暂无
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 react easily with selenoureas to produce 2-selenazolin-4-one derivatives and with selenobenzamide to afford 2-selenazoline derivatives, the stereochemistries of which were determined. Whereas 2-selenazoline derivatives of 4R*,5R* configuration undergo aromatization under basic conditions, 2-selenazolin-4-ones, under different reaction conditions, appear to be attractive entry compounds to conjugated azoalkenes, 5,5-disubstituted selenazolin-4-ones, and spiro-condensed heterocyclic systems including selenazolinone rings. (C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.
引用
收藏
页码:2323 / 2330
页数:8
相关论文
共 36 条
[1]   Synthesis of functionalised pyrazolones and imidazolines/imidazoles through divergent cyclisation reactions [J].
Abbiati, G ;
Arcadi, A ;
Attanasi, OA ;
De Crescentini, L ;
Rossi, E .
TETRAHEDRON, 2001, 57 (10) :2031-2038
[2]  
Arcadi A, 1997, GAZZ CHIM ITAL, V127, P609
[3]   EFFECT OF METAL-IONS IN ORGANIC-SYNTHESIS .28. SYNTHESIS OF NEW 1-AROYLAMINO-3-AMINOCARBONYLPYRROLES [J].
ATTANASI, O ;
GROSSI, M ;
SERRAZANETTI, F .
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1986, 18 (1-2) :1-5
[4]   Study of reactions between 1,2-diaza-1,3-butadienes and N,N′-diaryl- or N,N′-dialkylthioureas [J].
Attanasi, OA ;
Filippone, P ;
Foresti, E ;
Guidi, B ;
Santeusanio, S .
TETRAHEDRON, 1999, 55 (47) :13423-13444
[5]  
Attanasi OA, 1999, HETEROCYCLES, V51, P2423
[6]  
Attanasi OA, 1999, SYNLETT, P339
[7]   Reaction of some 1,2-diaza-1,3-butadienes with activated methine compounds.: A straightforward entry to 1,4-dihydropyridazine, pyridazine, and 4,5(4H,5H)-cyclopropylpyrazole derivatives [J].
Attanasi, OA ;
Filippone, P ;
Fiorucci, C ;
Foresti, E ;
Mantellini, F .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (26) :9880-9887
[8]   Regioselective role of the hydrazide moiety in the formation of complex pyrrole-pyrazole systems [J].
Attanasi, OA ;
Filippone, P ;
Perrulli, FR ;
Santeusanio, S .
TETRAHEDRON, 2001, 57 (07) :1387-1394
[9]  
Attanasi OA, 2001, HELV CHIM ACTA, V84, P513, DOI 10.1002/1522-2675(20010228)84:2<513::AID-HLCA513>3.0.CO
[10]  
2-S