Artigo Revisado por pares

New Efficient Synthesis of 2-Substituted 5,6,7,8-Tetrahydro-benzo­thieno[2,3- d ]pyrimidin-4(3 H )-ones

2003; Thieme Medical Publishers (Germany); Volume: 2004; Issue: 01 Linguagem: Inglês

10.1055/s-2003-44358

ISSN

1437-210X

Autores

Ming‐Wu Ding, Shang‐Jun Yang, Jing Zhu,

Tópico(s)

Synthesis and Characterization of Heterocyclic Compounds

Resumo

The carbodiimides 4, obtained from aza-Wittig reactions of iminophosphorane 3 with aromatic isocyanates, reacted with secondary amines to give 2-dialkylamino-5,6,7,8-tetrahydro-benzothieno[2,3-d]pyrimidin-4(3H)-ones 6 in presence of catalytic EtO-Na+. Reactions of 4 with phenols or ROH in presence of catalytic K2CO3 or RO-Na+ gave 2-aryl(alkyl)oxy-5,6,7,8-tetrahydro-benzothieno[2,3-d]pyrimidin-4(3H)-ones 6 in satisfactory yields. The effects of the nucleophiles on cyclization have been investi­gated.

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