Synthesis of 4-Halophosphaisocoumarins via Halocyclization of 2-(1-Alkynyl)phenylphosphonates

Autor: Yi-Xiang Ding, Ai-Yun Peng
Rok vydání: 2006
Předmět:
Zdroj: ChemInform. 37
ISSN: 1522-2667
0931-7597
Popis: A series of 4-halophosphaisocoumarins were prepared with high regioselectivity in good to excellent yields under mild conditions by the reaction of 2-(1-alkynyl)phenylphosphonic acid diesters with I 2 in CHCl 3 or ICl in CH 2 Cl 2 , or by the reaction of 2-(1-alkynyl)phenylphosphonic acid monoesters with NBS or NCS in DMF. Whether the alkynylphosphonates could cyclize or not was affected by the substituents, reaction solvents and electrophiles. A rationale for this reaction is discussed.
Databáze: OpenAIRE