1027406-50-3Relevant academic research and scientific papers
New efficient synthesis of 6,7,8,9-tetrahydro-benzothieno[2,3-d]-1,2,4- triazolo[1,5-a]pyrimidin-10(3H)-ones via a tandem aza-Wittig/heterocumulene- mediated annulation
Ding, Ming-Wu,Huang, Nian-Yu,He, Hong-Wu
, p. 1601 - 1604 (2005)
The carbodiimides 2, obtained from aza-Wittig reactions of iminophosphorane 1 with aromatic isocyanates, reacted with hydrazine to give selectively 3-amino-2-arylamino-5,6,7,8-tetrahydro-benzothieno[2,3-d]pyrimidin-4(3H)-ones 4. Reactions of 4 with triphenylphosphine, hexachloroethane and Et3N produced iminophosphoranes 5. A tandem aza-Wittig reaction of iminophosphorane 5 with isocyanate, acyl chloride or CS2 generated 6,7,8,9-tetrahydro- benzothieno[2,3-d]-1,2,4-triazolo[1,5-a]pyrimidin-10(3H)-ones 7, 9 or 11 in satisfactory yields. Georg Thieme Verlag Stuttgart.
New Efficient Synthesis of 2-Substituted 5,6,7,8-Tetrahydro-benzo-thieno[2, 3-d]pyrimidin-4(3H)-ones
Ding, Ming-Wu,Yang, Shang-Jun,Zhu, Jing
, p. 75 - 79 (2007/10/03)
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.
