Iodine catalyses the acetylation of amines, phenols and alcohols, including tertiary ones, with acetic anhydride in excellent yield.
Borah, Ruli,Deka, Nabajyoti,Sarma, Jadab C.
p. 110 - 111
(2007/10/03)
Cobalt(II) Chloride Catalyzed Acylation of Alcohols with Acetic Anhydride: Scope and Mechanism
Cobalt(II) chloride catalyzes the acetylation of a variety of alcohols with acetic anhydride in excellent yield.Primary hydroxyl groups can be selectively acylated in the presence of secondary and tertiary ones while the secondary hydroxyl groups can be preferentially acetylated in the presence of tertiary ones.Tertiary alcohols have been found to give ketones, acetoacetates, olefins, and diketene in addition to the acetate.The β-hydroxy esters and ketones can be acylated under these conditions without any elimination, and this reaction has been compared with 4-(dimethylamino)pyridine (DMAP)-mediated acylations where elimination of the resulting β-acetoxy carbonyl compound is observed.A detailed investigation of the acylation of tertiary alcohols has revealed that these reactions proceed via a tertiary alkoxy radical and ketene.A mechanism for these acylations is proposed by invoking an electron-transfer process.
Iqbal, Javed,Srivastava, Rajiv Ranjan
p. 2001 - 2007
(2007/10/02)
A New Acylation Catalyst
Cobalt(II) chloride catalyses the acylation of alcohols and amines with anhydrides in excellent yields.
Ahmad, Saeed,Iqbal, Javed
p. 114 - 115
(2007/10/02)
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