tert-butylation of pyridines, quinolines, and isoquinolines by tert-butylmercury halides

GA Russell, R Rajaratnam, L Wang…

Index: Russell, Glen A.; Rajaratnam, Rajine; Wang, Lijuan; Shi, Bing Zhi; Kim, Byeong Hyu; Yao, Ching Fa Journal of the American Chemical Society, 1993 , vol. 115, # 23 p. 10596 - 10604

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Citation Number: 15

Abstract

Abstract: Photolysis of tert-butylmercury halides with pyridinium or quinolinium salts leads to alkylation via the intermediacy of adduct radical cations. With simple pyridines or the 2- adducts from quinolines, the radical cations readily lose a proton to form a substituted pyridinyl radical which is easily oxidized by the alkylmercury halide. Addition of r-Bu* at the 4- position of the quinolinium ions, the 1-position of the isoquinolinium ions, or the 9-position ...

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