Tetrahedron

Studies on metal-ammonia reduction and reductive methylation of naphthalenes

S Bhattacharyya, B Basu, D Mukherjee

Index: Bhattacharyya, Sukanta; Basu, Basudeb; Mukherjee, Debabrata Tetrahedron, 1983 , vol. 39, # 24 p. 4221 - 4224

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Citation Number: 6

Abstract

Reductive methylation of 1-carbomethoxy-4, 6-dimethoxynaphthalene in anhydrous ammonia gave 1-methyl-1-carbomethoxy-6-methoxy-1, 4-dihydronaphthalene in good yield. Metal ammonia reduction of the ketones 12 and 18 provided an expedient pathway for the synthesis of the α, β-unsaturated ketones 17 and 19 respectively.