Synlett

A new simple route to the thieno [2, 3-b] indole ring system

AV Butin, FA Tsiunchik, VT Abaev, VE Zavodnik

Index: Butin, Alexander V.; Tsiunchik, Fatima A.; Abaev, Vladimir T.; Zavodnik, Valery E. Synlett, 2008 , # 8 p. 1145 - 1148

Full Text: HTML

Citation Number: 12

Abstract

In 1997 we have described the first example of the acid-catalyzed intramolecular reaction of an isothiocyano group with the furan moiety. We found that treatment of 2-[bis(2-furyl)methyl] aryl isothiocyanates with perchloric acid in 1,4-dioxane led to the formation of 2,4-difuryl-4H-3 ,1-benzothiazines derivatives (Scheme [1] ). [14] In this case the intramolecular ipso substitution followed by furan ring migration occurred instead of cyclic thioamide formation which is ...