Synthesis and mutagenicity of A-ring reduced analogs of 7, 12-dimethylbenz [a] anthracene

MN Inbasekaran, DT Witiak, K Barone…

Index: Inbasekaran, Muthiah N.; Witiak, Donald T.; Barone, Karen; Loper, John C. Journal of Medicinal Chemistry, 1980 , vol. 23, # 3 p. 278 - 281

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Citation Number: 14

Abstract

11, X= NNTs anhydride in CHzClz in the presence of A1Cl3, followed by modified reaction workup, gave the known acid 7, 13 which upon Wolff-Kishner reduction was smoothly converted to 8 in 92% yield. In this case, Wolff-Kishner reduction was cleaner and provided higher yields than the reported Clemmenson red~ ction.'~ Cyclization of 8 to 9, 13 followed by Cr03/AcOH oxidation to trione 10, was accomplished as reported.', Tosylhydrazone 11 ...