Aryl− Aryl Bond Formation by Flash Vacuum Pyrolysis of Benzannulated Thiopyrans

AW Amick, A Wakamiya, LT Scott

Index: Amick, Aaron W.; Wakamiya, Atsushi; Scott, Lawrence T. Journal of Organic Chemistry, 2008 , vol. 73, # 13 p. 5119 - 5122

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Citation Number: 4

Abstract

In contrast to fully unsaturated 7-membered ring sulfur heterocycles (thiepines), some of which extrude sulfur and give the ring-contracted hydrocarbon even at room temperature in solution, benzannulated thiopyrans (6-membered sulfur heterocycles) require flash vacuum pyrolysis (FVP) conditions in the gas phase at temperatures in the range of 1000− 1200° C to promote the corresponding reaction. Thus, FVP of benzo [kl] thioxanthene (1) gives ...