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Access to Functionalized Isoquinoline N-Oxides via Sequential Electrophilic Cyclization/Cross-Coupling Reactions

  1. Qiuping Ding1,3,
  2. Jie Wu1,2

Article first published online: 23 JUL 2008

DOI: 10.1002/adsc.200800301

Issue

Advanced Synthesis & Catalysis

Advanced Synthesis & Catalysis

Volume 350, Issue 11-12, pages 1850–1854, August 4, 2008

Additional Information

How to Cite

Ding, Q. and Wu, J. (2008), Access to Functionalized Isoquinoline N-Oxides via Sequential Electrophilic Cyclization/Cross-Coupling Reactions. Adv. Synth. Catal., 350: 1850–1854. doi: 10.1002/adsc.200800301

Author Information

  1. 1

    Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, People's Republic of China, Fax: (+86)-216-510-2412

  2. 2

    State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, People's Republic of China

  3. 3

    Analytical Centre for Physics and Chemistry, Jiangxi Normal University, 437 West Beijing Road, Nanchang 330027, People's Republic of China

Publication History

  1. Issue published online: 31 JUL 2008
  2. Article first published online: 23 JUL 2008
  3. Manuscript Received: 13 MAY 2008

Funded by

  • National Natural Science Foundation of China. Grant Number: 20772018
  • Shanghai Pujiang Program
  • Program for New Century Excellent Talents in University. Grant Number: NCET-07–0208

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Keywords:

  • 2-alkynylbenzaldoximes;
  • cross-coupling reaction;
  • electrophilic cyclization;
  • isoquinoline N-oxides

Abstract

Electrophilic cyclization of 2-alkynylbenzaldoximes with various electrophiles leads to the formation of 4-iodoisoquinoline N-oxides or 4-bromoisoquinoline N-oxides under mild conditions. The reaction can be transferred to highly functionalized isoquinoline N-oxides via palladium-catalyzed cross-coupling reactions.

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