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

M. Lysén; M. Madden; Jesper Langgaard Kristensen; P. Vedsø; C. Zöllner; M. Begtrup

doi:10.1055/s-2006-950239

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

M. Lysén, M. Madden, Jesper Langgaard Kristensen, P. Vedsø, C. Zöllner, M. Begtrup

14 Citations (Scopus)

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.

Original language	English
Journal	Synthesis
Issue number	20
Pages (from-to)	3478-3484
Number of pages	7
ISSN	0039-7881
DOIs	https://doi.org/10.1055/s-2006-950239
Publication status	Published - 17 Oct 2006

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

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.",

author = "M. Lys{\'e}n and M. Madden and Kristensen, {Jesper Langgaard} and P. Veds{\o} and C. Z{\"o}llner and M. Begtrup",

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T1 - Synthesis, cross-coupling, and anionic cyclization of ortho-substituted naphthaleneboronic esters

AU - Lysén, M.

AU - Madden, M.

AU - Kristensen, Jesper Langgaard

AU - Vedsø, P.

AU - Zöllner, C.

AU - Begtrup, M.

PY - 2006/10/17

Y1 - 2006/10/17

N2 - 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.

AB - 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.

UR - http://www.scopus.com/inward/record.url?scp=33750585356&partnerID=8YFLogxK

U2 - 10.1055/s-2006-950239

DO - 10.1055/s-2006-950239

M3 - Journal article

AN - SCOPUS:33750585356

SN - 0039-7881

SP - 3478

EP - 3484

JO - Synthesis (Germany)

JF - Synthesis (Germany)

IS - 20

ER -

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

Abstract

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