ChemInform Abstract: Synthesis of 1,3‐Teraryls Through Carbanion Induced Ring Transformation of Functionalized Pyran‐2‐ones.

Abstract

Synthesis of 1,3-Teraryls Through Carbanion Induced Ring Transformation of Functionalized Pyran-2-ones.-The title compounds are prepared by reaction of the pyranones (I) with aryl methyl ketones. The presence of a nitro group at position 3 or 4 of acetophenones such as (V) produces the 1,3-teraryls (VI) exclusively, whereas with 2-nitroarenes no 1,3-teraryls are observed. Furthermore, the reaction with the 3-cyano-pyranone (XII) gives no 1,3-teraryl product. -(GOEL, A.; SRIVASTAVA, P.; NATH, M.; RAM, V. J.; Synthesis (1998) 2, 167-170; Div. Med. Chem., Cent. Drug Res. Inst., Lucknow 226 001, India; EN)