One-step synthesis of dialkynyl-1,2-diones and their conversion to fused pyrazines bearing enediyne units
1997; Elsevier BV; Volume: 53; Issue: 43 Linguagem: Inglês
10.1016/s0040-4020(97)01007-7
ISSN1464-5416
AutoresRüdiger Faust, Christian Weber, Vito Fiandanese, Giuseppe Marchese, Angela Punzi,
Tópico(s)Catalytic Alkyne Reactions
ResumoA 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 α-dialkynylated heterocycles. The enediyne substructure of diethynylquinoxaline can be thermally rearranged in a Bergman cyclization reaction.
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