Borylation on benzo[1,2-b:4,5-b']- and naphtho[1,2-b:5,6-b']dichalcogenophenes: different chalcogene atom effects on borylation reaction depending on fused ring structure

Masahiro Nakano; Shoji Shinamura; Ryusuke Sugimoto; Itaru Osaka; Eigo Miyazaki; Kazuo Takimiya

doi:10.1021/ol302521d

Borylation on benzo[1,2-b:4,5-b']- and naphtho[1,2-b:5,6-b']dichalcogenophenes: different chalcogene atom effects on borylation reaction depending on fused ring structure

Org Lett. 2012 Nov 2;14(21):5448-51. doi: 10.1021/ol302521d. Epub 2012 Oct 17.

Authors

Masahiro Nakano¹, Shoji Shinamura, Ryusuke Sugimoto, Itaru Osaka, Eigo Miyazaki, Kazuo Takimiya

Affiliation

¹ Department of Applied Chemistry, Graduate School of Engineering, Hiroshima University, Higashi-Hiroshima 739-8527, Japan.

PMID: 23075229
DOI: 10.1021/ol302521d

Abstract

The direct borylation reactions of two types of α-silyl-protected acenedichalcogenophenes, i.e., benzo[1,2-b:4,5-b']- and naphtho[1,2-b:5,6-b']dichalcogenophenes, were examined, and it was observed that the reaction efficiency largely depends on the fused ring structure and chalcogenophene ring.