Abstract
AbstractWe report herein, a novel copper‐silver‐promoted alkynylation of ortho‐nitrobenzoic acids with arylacetylenic acids through a double decarboxylation. The present cross‐coupling is extremely challanging due to sluggish decarboxylation of arene carboxylates and deleterious oxidative Glaser‐Hay type homocoupling of terminal alkynes. Mechanistically, this sp2‐sp cross‐coupling may proceed through a silver‐assisted decarboxylation of 2‐nitrobenzoic acids followed by transmetalation with copper‐acetylide and reductive elimination. The ortho‐nitroacetylenic product is an important precursor for the synthesis of functionalized indoles.
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