Synthesis, cross-coupling, and anionic cyclization of ortho-substituted naphthaleneboronic esters

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1-Fluoro-, 1-chloro- and 1-cyanonaphthalene were lithiated and then borylated at the 2-position. The 1-substituted naphthaleneboronic esters were cross-coupled with aryl halides to give 2-aryl-1-fluoro-, 2-aryl-1-chloro- and 2-aryl-1-cyanonaphthalenes. The 2-aryl-1-cyano- and 2-aryl-1-fluoronaphthalenes were reacted with n-butyllithium or lithium morpholide to give new benzophenanthridine derivatives.
Original languageEnglish
Issue number20
Pages (from-to)3478-3484
Number of pages7
Publication statusPublished - 17 Oct 2006

ID: 45438484