Furan‐Based  o‐ Quinodimethanes by Gold‐Catalyzed Dehydrogenative Heterocyclization of 2‐(1‐Alkynyl)‐2‐alken‐1‐ones: A Modular Entry to 2,3‐Furan‐Fused Carbocycles | Zendy

Zhou Liejin | Zendy; Zhang Mingrui | Zendy; Li Wenbo | Zendy; Zhang Junliang | Zendy

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Furan‐Based o‐ Quinodimethanes by Gold‐Catalyzed Dehydrogenative Heterocyclization of 2‐(1‐Alkynyl)‐2‐alken‐1‐ones: A Modular Entry to 2,3‐Furan‐Fused Carbocycles

Author(s) -

Zhou Liejin,

Zhang Mingrui,

Li Wenbo,

Zhang Junliang

Publication year - 2014

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201403709

Subject(s) - furan , chemistry , catalysis , pyridine , medicinal chemistry , photochemistry , combinatorial chemistry , organic chemistry

A strategy for in situ generation of furan‐based ortho ‐quinodimethanes ( o ‐QDMs) by the gold(I)‐mediated dehydrogenative heterocyclization of 2‐(1‐alkynyl)‐2‐alken‐1‐ones in the presence of pyridine N ‐oxide under mild reaction conditions was developed. These in situ furan‐based o ‐QDMs were trapped by electron‐deficient olefins and alkynes, thus furnishing various 2,3‐furan‐fused carbocycles in good yields with high diastereo‐ and regioselectivities.

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