Reactivity of the –C(Cl)C–CN– moiety towards AlCl3-induced C–C bond forming reactions: a new synthesis of 7-(hetero)aryl-substituted pyrazolo[1,5-a]pyrimidines

✍ Scribed by Arumugam Kodimuthali; Nishad T. C.; Padala Lakshmi Prasunamba; Manojit Pal

• Publisher: Elsevier Science
• Year: 2009
• Tongue: French
• Weight: 194 KB
• Volume: 50
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2008.11.010

✦ Synopsis

The reactivity of the -C(Cl)@C-C@N-moiety towards an AlCl 3 -induced C-C bond forming reaction was investigated through the reaction of 7-chloro-5-phenyl-pyrazolo[1,5-a]pyrimidine with arenes and heteroarenes. This study furnished a novel and highly selective methodology for the preparation of 7-(hetero)aryl substituted-pyrazolopyrimidines in good to excellent yields under mild reaction conditions.