Synthesis of julolidine derivatives

JM Kauffman, SJ Imbesi, MA Aziz

Index: Kauffman, Joel M.; Imbesi, Steven J.; Aziz, Mohammed Abdul Organic Preparations and Procedures International, 2001 , vol. 33, # 6 p. 603 - 613

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Citation Number: 13

Abstract

Gilman and Kirby reported that although 4-(dimethylamino) benzonitrile does not react with methylmagnesium bromide, with methyllithium it afforded 4'-(dimethy1amino) acetophenone in 45% yield. 1 We found that this route was applicable in the julolidine series. Accordingly, 9-formyljulolidine (1) was obtained by the typical Vismeier procedure, but in improved yield and purity by allowing the hydrolysis step to proceed overnight. The conversion of 1 ...

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