4.7 Article

Access to functionalized isoquinoline N-oxides via sequential electrophilic cyclization/cross-coupling reactions

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 350, Issue 11-12, Pages 1850-1854

Publisher

WILEY-BLACKWELL
DOI: 10.1002/adsc.200800301

Keywords

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

Funding

  1. National Natural Science Foundation of China [20772018]
  2. Shanghai Pujiang Program
  3. Program for New Century Excellent Talents in University [NCET-07-0208]

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Electrophilic cyclization of 2-alkynylbenzaldoximes with various electrophiles leads to the formation of 4-iodoisoquinoline N-oxides or 4-bromo-isoquinoline 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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