Collect. Czech. Chem. Commun.
2007, 72, 952-964
https://doi.org/10.1135/cccc20070952
Synthesis and Cycloaddition Reaction of 3-Vinylthieno[3,2-b][1]benzothiophene
Aleš Macharaa, Michaela Pojarováb and Jiří Svobodaa,*
a Department of Organic Chemistry, Prague Institute of Chemical Technology, Technická 5, CZ-166 28 Prague 6, Czech Republic
b Department of Solid State Chemistry, Prague Institute of Chemical Technology, Technická 5, CZ-166 28 Prague 6, Czech Republic
Abstract
A new method of synthesis of 3-substituted thieno[3,2-b][1]benzothiophenes based on a halogen dance process was developed. The cycloaddition reaction of the title compound with dimethyl acetylenedicarboxylate leads to the formation of a complex mixture of products resulting from a series of consecutive reactions of the primary adduct.
Keywords: Fused heterocycles; 3-Vinylthieno[3,2-b]benzothiophene; [4+2] Cycloadditions; Diels–Alder reaction; Pericyclic reactions; Rearrangements; Ene reaction; Liquid crystals.
References: 36 live references.
