4.5 Article

Sequential Au(I)-catalyzed reaction of water with o-acetylenyl-substituted phenyldiazoacetates

Journal

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 7, Issue -, Pages 631-637

Publisher

BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.7.74

Keywords

alkyne; carbene O-H insertion; cyclization; diazo compounds; gold catalysis; 1H-isochromene

Funding

  1. Natural Science Foundation of China [20902005, 20832002, 20772003, 20821062]
  2. National Basic Research Program of China (973 Program) [2009CB825300]

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The gold(I)-catalyzed reaction of water with o-acetylenyl-substituted phenyldiazoacetates provides 1H-isochromene derivatives in good yields. The reaction follows a catalytic sequence of gold carbene formation/water O-H insertion/alcohol-alkyne cyclization. The gold(I) complex is the only catalyst in each of these steps.

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