Tetrahedron Letters

Synthesis of highly soluble fluorescent π-extended 2-(2-thienyl) benzothiazole derivatives via oxidative cyclization of 2-thienylthioanilide as the key step

S Ji, M Shigeta, Y Niko, J Watanabe, G Konishi

Index: Ji, Sanghoon; Shigeta, Masayuki; Niko, Yosuke; Watanabe, Junji; Konishi, Gen-Ichi Tetrahedron Letters, 2013 , vol. 54, # 52 p. 7103 - 7106

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Citation Number: 3

Abstract

Abstract In this Letter, we synthesize highly soluble push–pull type fluorescent 2-(2-thienyl) benzothiazole dyes and evaluate their photophysical properties. The key step is the synthesis of 2-(5′-bromothien-2′-yl)-6-alkoxybenzothiazole (2) via oxidative cyclization of 2-thienylthioanilide using PhI (OAc) 2 as the oxidant. The target dyes could be easily synthesized by the Suzuki–Miyaura cross-coupling reaction of 2 and an appropriate π- ...