Cationic Pd(II)-catalyzed cyclization of N-tosyl-aniline tethered alkynyl ketones initiated by hydropalladation of alkynes: a facile way to 1,2-dihydro or 1,2,3,4-tetrahydroquinoline derivatives

Kun Shen; Xiuling Han; Guoqin Xia; Xiyan Lu

doi:10.1039/C4QO00286E

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Cationic Pd(ii)-catalyzed cyclization of N-tosyl-aniline tethered alkynyl ketones initiated by hydropalladation of alkynes: a facile way to 1,2-dihydro or 1,2,3,4-tetrahydroquinoline derivatives†

Kun Shen,^a Xiuling Han,*^a Guoqin Xia^a and Xiyan Lu*^a

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* Corresponding authors

^a State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. China
E-mail: xlhan@mail.sioc.ac.cn, xylu@mail.sioc.ac.cn

Abstract

A cationic Pd(II)-catalyzed intramolecular alkyne-carbonyl reductive coupling reaction of N-tosyl-aniline tethered alkynyl ketones under transfer hydrogenation conditions to give hydroquinolines is developed.

This article is part of the themed collections: HOT articles in Organic Chemistry Frontiers in 2015 and Celebrating the 80th Birthday of Professor Ei-ichi Negishi

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DOI: https://doi.org/10.1039/C4QO00286E
Article type: Research Article
Submitted: 03 Xim 2014
Accepted: 24 Kax 2014
First published: 26 Kax 2014

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Org. Chem. Front., 2015,2, 145-149

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Cationic Pd(II)-catalyzed cyclization of N-tosyl-aniline tethered alkynyl ketones initiated by hydropalladation of alkynes: a facile way to 1,2-dihydro or 1,2,3,4-tetrahydroquinoline derivatives

K. Shen, X. Han, G. Xia and X. Lu, Org. Chem. Front., 2015, 2, 145 DOI: 10.1039/C4QO00286E

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Organic Chemistry Frontiers

Cationic Pd(ii)-catalyzed cyclization of N-tosyl-aniline tethered alkynyl ketones initiated by hydropalladation of alkynes: a facile way to 1,2-dihydro or 1,2,3,4-tetrahydroquinoline derivatives†

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Cationic Pd(II)-catalyzed cyclization of N-tosyl-aniline tethered alkynyl ketones initiated by hydropalladation of alkynes: a facile way to 1,2-dihydro or 1,2,3,4-tetrahydroquinoline derivatives

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