Canadian journal of chemistry

Pyridine hydrobromide perbromide mediated regioselective heterocyclization of ortho-cyclohexenyl phenols

KC Majumdar, AK Kundu

Index: Majumdar, Krishna C.; Kundu, Anup K. Canadian Journal of Chemistry, 1995 , vol. 73, # 10 p. 1727 - 1732

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Citation Number: 27

Abstract

A number of 3, 4-benzo-9-bromo-2-oxabicyclo [3.3. 1] nonanes (9 ah) are synthesized in almost quantitative yields by regioselective heterocyclization of ortho-cyclohexenyl phenols (8 ah). The structures of 3, 4-benzo-9-bromo-2-oxabicyclo [3.3. 1] nonane 9 have been unambiguously settled by the synthesis of 9-chloromercuri-3, 4-(4'-methoxybenzo)-2- oxabicyclo [3.3. 1] nonane 13, which has an X-ray determined structure, and by converting ...