Abstract
Abstract The conversion of alcohols into olefins by the pyrolysis of the corresponding xanthate esters is generally known as the Chugaev reaction. This pyrolysis proceeds via an intramolecular cis ‐elimination without the rearrangement of the carbon skeleton, which is known as the Chugaev reaction rule. This reaction has been reported to be first order in kinetics via a concerted cyclic mechanism and useful for the conversion of secondary and tertiary alcohols into olefins. An unusual feature of this reaction is that no carbon skeleton rearrangements occur during pyrolysis. The reaction has been modified to react alcohol with 1 eq. NaOH or KOH and CS 2 in a neutral solvent (e.g., Et 2 O, CCl 4 ) to form xanthate in one step, followed by the reaction with methyl iodide, which is less hazardous and more practicable.
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