C–C (alkynylation) vs C–O (ether) bond formation under Pd/C–Cu catalysis: synthesis and pharmacological evaluation of 4-alkynylthieno[2,3-d]pyrimidines

Autor: Dhilli Rao Gorja, K. Shiva Kumar, K. Mukkanti, Manojit Pal
Jazyk: angličtina
Rok vydání: 2011
Předmět:
Zdroj: Beilstein Journal of Organic Chemistry, Vol 7, Iss 1, Pp 338-345 (2011)
Druh dokumentu: article
ISSN: 1860-5397
DOI: 10.3762/bjoc.7.44
Popis: The Pd/C–CuI–PPh3 catalytic system facilitated C–C bond formation between 4-chlorothieno[2,3-d]pyrimidines and terminal alkynes in methanol with high selectivity without generating any significant side products arising from C–O bond formation between the chloro compounds and methanol. A variety of novel 4-alkynylthieno[2,3- d]pyrimidines were prepared via alkynylation of 4-chlorothieno[2,3-d]pyrimidines in good to excellent yields. Some of the compounds synthesized were tested for cytotoxic activity in vitro.
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