Synthesis of 3-Benzo[b]thienyl 3-Thienyl Ether via an Addition-Elimination Reaction and Its Transformation to an Oxygen-Fused Dithiophene Skeleton: Synthesis and Properties of Benzodithienofuran and Its π-Extended Derivatives

Koichi Mitsudo; Yuji Kurimoto; Hiroki Mandai; Seiji Suga

doi:10.1021/acs.orglett.7b00969

Synthesis of 3-Benzo[b]thienyl 3-Thienyl Ether via an Addition-Elimination Reaction and Its Transformation to an Oxygen-Fused Dithiophene Skeleton: Synthesis and Properties of Benzodithienofuran and Its π-Extended Derivatives

Org Lett. 2017 Jun 2;19(11):2821-2824. doi: 10.1021/acs.orglett.7b00969. Epub 2017 May 18.

Authors

Koichi Mitsudo¹, Yuji Kurimoto¹, Hiroki Mandai¹, Seiji Suga^{1

2}

Affiliations

¹ Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University , 3-1-1 Tsushima-naka, Kita-ku, Okayama 700-8530, Japan.
² Research Center of New Functional Materials for Energy Production, Storage and Transport, Okayama University , 3-1-1 Tsushima-naka, Kita-ku, Okayama 700-8530, Japan.

PMID: 28520440
DOI: 10.1021/acs.orglett.7b00969

Abstract

The synthesis of 3-benzo[b]thienyl 3-thienyl ether and its dehydrogenative cyclization leading to benzodithienofuran (BDTF; [1]benzothieno[3,2-b]thieno[2,3-d]furan) are described for the first time. Further transformation of BDTF to more π-extended BDTF derivatives and their fundamental physical properties are also studied.

Publication types

Research Support, Non-U.S. Gov't