Cyclobutylidenes from geminal dihalogenocyclobutanes

UH Brinker, G Schenker

Index: Brinker, Udo H.; Schenker, Gilbert Journal of the Chemical Society, Chemical Communications, 1982 , # 12 p. 679 - 681

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Abstract

Cyclobutylidene, or a related carbenoid, can be generated by reaction of geminal dibromocyclobutane with methyl-lithium at temperatures as low as -78 "C to yield methylenecyclopropane and cyclobutene nearly qua nt itat ivel y. ... The base-induced thermal decomposition of cyclobutanone tosylhydrazones (Bamford-Stevens reaction) at temperatures generally above 150 "C is the nearly-exclusively applied method for the generation of cyclobutylidenes.2 Typical reactions of ...

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