Rh(I)-catalyzed direct ortho-alkenylation of aromatic ketimines with alkynes and its application to the synthesis of isoquinoline derivatives

Sung Gon Lim; Jun Hee Lee; Choong Woon Moon; Jun Bae Hong; Chul Ho Jun

doi:10.1021/ol035083d

Rh(I)-catalyzed direct ortho-alkenylation of aromatic ketimines with alkynes and its application to the synthesis of isoquinoline derivatives

Sung Gon Lim, Jun Hee Lee, Choong Woon Moon, Jun Bae Hong, Chul Ho Jun

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

173 Citations (Scopus)

Abstract

Novel synthetic methods of both ortho-alkenylated aromatic ketones and isoquinoline derivatives have been developed through the Rh(I)-catalyzed direct ortho-alkenylation of common aromatic ketimines with alkynes. Furthermore, a highly efficient one-pot synthesis of isoquinoline derivatives was achieved by simply mixing aromatic ketone, benzylamine, and alkyne under a Rh(I) catalyst.

Original language	English
Pages (from-to)	2759-2761
Number of pages	3
Journal	Organic Letters
Volume	5
Issue number	15
DOIs	https://doi.org/10.1021/ol035083d
Publication status	Published - 2003 Jul 24

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol035083d

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abstract = "Novel synthetic methods of both ortho-alkenylated aromatic ketones and isoquinoline derivatives have been developed through the Rh(I)-catalyzed direct ortho-alkenylation of common aromatic ketimines with alkynes. Furthermore, a highly efficient one-pot synthesis of isoquinoline derivatives was achieved by simply mixing aromatic ketone, benzylamine, and alkyne under a Rh(I) catalyst.",

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AU - Lim, Sung Gon

AU - Lee, Jun Hee

AU - Moon, Choong Woon

AU - Hong, Jun Bae

AU - Jun, Chul Ho

PY - 2003/7/24

Y1 - 2003/7/24

N2 - Novel synthetic methods of both ortho-alkenylated aromatic ketones and isoquinoline derivatives have been developed through the Rh(I)-catalyzed direct ortho-alkenylation of common aromatic ketimines with alkynes. Furthermore, a highly efficient one-pot synthesis of isoquinoline derivatives was achieved by simply mixing aromatic ketone, benzylamine, and alkyne under a Rh(I) catalyst.

AB - Novel synthetic methods of both ortho-alkenylated aromatic ketones and isoquinoline derivatives have been developed through the Rh(I)-catalyzed direct ortho-alkenylation of common aromatic ketimines with alkynes. Furthermore, a highly efficient one-pot synthesis of isoquinoline derivatives was achieved by simply mixing aromatic ketone, benzylamine, and alkyne under a Rh(I) catalyst.

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Rh(I)-catalyzed direct ortho-alkenylation of aromatic ketimines with alkynes and its application to the synthesis of isoquinoline derivatives

Abstract

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