ChemInform Abstract: A Copper‐Catalyzed Formal [3 + 2]‐Cycloaddition for the Synthesis of All Different Aryl‐Substituted Furans and Thiophenes.

Abstract

A Copper-Catalyzed Formal [3 + 2]-Cycloaddition for the Synthesis of All Different Aryl-Substituted Furans and Thiophenes. -Tetraarylfurans are highly efficiently obtained starting with a formal [3+2]-cycloaddition of various widely available styrenes and bromo keto esters affording diaryl-substituted dihydrofurans followed by oxidation to give diarylfurans and sequential arylations. Tetraarylthiophenes can be obtained in similar manner after the conversion of the diaryl-substituted dihydrofurans into dihydrothiophenes with Lawessons reagent. -(ISHIKAWA, S.; NODA, Y.; WADA, M.; NISHIKATA*, T.; J. Org. Chem. 80 (2015) 15, 7555-7563, http://dx.doi.org/10.1021/acs.joc.5b01139 ; Grad. Sch. Sci. Eng., Yamaguchi Univ., Ube, Yamaguchi 755, Japan; Eng.) -Toeppel 51-109