A direct route to conjugated enediynes from dipropargylic sulfones by a modified one-flask Ramberg–Bäcklund reaction

X Cao, Y Yang, X Wang

Index: Cao, Xiaoping; Yang, Yuying; Wang, Xiaolong Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 22 p. 2485 - 2489

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Citation Number: 27

Abstract

The reaction of dipropargylic sulfones with dibromodifluoromethane in the presence of alumina-supported KOH in dichloromethane solution results in facile rearrangement affording the corresponding conjugated linear and cyclic enediynes in good yields. This result shows that the direct transformation of α-and α′-hydrogen bearing sulfones assembles enediyne units without resorting to the prior preparation of the α-halo sulfone ...

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