One-step synthesis of dialkynyl-1,2-diones and their conversion to fused pyrazines bearing enediyne units

被引:57
作者
Faust, R [1 ]
Weber, C [1 ]
Fiandanese, V [1 ]
Marchese, G [1 ]
Punzi, A [1 ]
机构
[1] UNIV BARI,DIPARTMENTO CHIM,CNR,CTR STUDIO METODOL INNOVAT SINTESI ORGAN,I-70126 BARI,ITALY
关键词
D O I
10.1016/S0040-4020(97)01007-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A convenient procedure for the preparation of symmetrically end-protected dialkynyl-1,2-diones 3 from lithium acetylides and oxalyl chloride in the presence of CuBr and LiBr is described. The condensation of 3 with various aromatic and heteroaromatic 1,2-diamines leads to pyrazine-based alpha-dialkynylated heterocycles. The enediyne substructure of diethynylquinoxaline can be thermally rearranged in a Bergman cyclization reaction. (C) 1997 Elsevier Science Ltd.
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页码:14655 / 14670
页数:16
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