Synthesis of tert-butylarenes from acetylarenes

J Pataki, M Konieczny, RG Harvey

Index: Pataki, John; Konieczny, Maria; Harvey, Ronald G. Journal of Organic Chemistry, 1982 , vol. 47, # 6 p. 1133 - 1136

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Citation Number: 13

Abstract

II-a, Ar= 1-benzo [a] pyrenyl; b, Ar= 2-phenanthryl; c, Ar= 1-pyrenyl; d, Ar= 6-chrysenyl. acid 5 which on treatment with hydriodic acid in acetic acid in the presence of hypophosphorus acid underwent cyclization and reduction directly to g-tert-butyl-l1, 12-dihydrobenzo [a] pyrene (6). Dehydrogenation of 6 with DDQ furnished 7. The 500-MHz NMR spectrum of 7 (Table I) was identical with that of the product of direct tert-butylation of benzo [a] pyrene ...