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

…, M Madden, JL Kristensen, P Vedsø, C Zøllner…

Index: Lysen, Morten; Madden, Maurice; Kristensen, Jesper Langgaard; Vedso, Per; Zoellner, Camilla; Begtrup, Mikael Synthesis, 2006 , # 20 p. 3478 - 3484

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Citation Number: 7

Abstract

Abstract 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.