Derivatives of thiacyclobutene (thiete). V. Molecular reorganization in the reaction of thiete sulfone and tetraphenylcyclopentadienone

DC Dittmer, K Ikura, JM Balquist…

Index: Dittmer,D.C. et al. Journal of Organic Chemistry, 1972 , vol. 37, # 2 p. 225 - 230

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Citation Number: 8

Abstract

Thiete sulfone (1) and tetracyclone react in refluxing m-xylene to yield 1, 2, 6, 7- tetraphenylcycloheptatriene (65%, 2) and a bicyclic ketone (15%), 1, 5, 6, 7- tetraphenylbicyclo [3.2. l] octa-2, 6-dien-~-one (3). When 1, 2, 3, 4- tetraphenylcyclopentadiene and thiete sulfone are refluxed in m-xylene, a 77% yield of the Diels-Alder adduct is obtained in addition to 1, 5, 6, 7-tetraphenylbicyclo [3.2. l] octa-2, 6- ...