Abstract
A new cascade bicyclization of o-alkynyl aldehydes with thiazolium salts is described, in which 25 examples of densely functionalized indeno[2,1-b]pyrroles are achieved in a functional-group-compatible manner. Thiazole carbenes generated in situ from thiazolium salts play dual roles as reaction partners and as NHC catalysts. The synthetic utility of these bicyclization reactions results in subsequent C-C bond-forming events to rapidly build up molecular complexity.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
MeSH terms
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Aldehydes / chemical synthesis
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Aldehydes / chemistry*
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Catalysis
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Indenes / chemical synthesis*
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Indenes / chemistry
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Methane / analogs & derivatives
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Methane / chemical synthesis
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Methane / chemistry
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Models, Molecular
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Pyrroles / chemical synthesis*
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Pyrroles / chemistry
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Salts / chemical synthesis
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Salts / chemistry
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Thiazoles / chemical synthesis
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Thiazoles / chemistry*
Substances
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Aldehydes
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Indenes
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Pyrroles
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Salts
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Thiazoles
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carbene
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Methane