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Synthesis 1992; 1992(11): 1090-1092
DOI: 10.1055/s-1992-26311
short paper
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Aluminum Chloride/Dichloromethane (Chloroform) Induced Carbonylation, Ritter Reaction, and Cyanation of Adamantane

George A. Olah* , Qi Wang
  • *Donald P. and Katherine B. Loker Hydrocarbon Research Institute and the Department of Chemistry, University of Southern California, Los Angeles, California 90089-1661, USA
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Publication Date:
17 September 2002 (online)

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The aluminum chloride induced carbonylation, Ritter reaction, and cyanation of adamantane in dichloromethane (chloroform) are reported. The mechanism of the reactions is discussed involving initial hydride abstraction from adamantane by or complexes (indicated by formation of chloromethane or dichloromethane) and subsequent reaction of the 1-adamantyl cation with carbon monoxide, nitriles or cyanotrimethylsilane.