4.5 Article

Pd(II)/Bu4NBr/DMSO Catalytic System for Practical Synthesis of Indoles and Pyrroles from Imines through Aerobic Dehydrogenative Cyclization

期刊

SYNTHESIS-STUTTGART
卷 46, 期 20, 页码 2727-2733

出版社

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0034-1379208

关键词

palladium; imines; indoles; pyrroles; C-H activation; Heck reaction

资金

  1. Singapore National Research Foundation [NRF-RF-2009-05]
  2. Nanyang Technological University

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N-Aryl-and N-allylimines derived typically from substituted acetophenones undergo palladium(II)-catalyzed dehydrogenative cyclization reactions in the presence of tetrabutylammonium bromide and molecular oxygen in DMSO to afford indole and pyrrole derivatives, respectively, in moderate to good yields. The reactions are operationally simple and can be readily performed on multigram scales (up to 55 mmol).

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