Bicatalytic Multistep Reactions En Route to the One‐Pot Total Synthesis of Complex Molecules: Easy Access to Chromene and 1, 2‐Dihydroquinoline Derivatives from Simple Substrates. Issue 1 (26th October 2016)

• Record Type: Journal Article
• Authors: Giorgi, Pascal D.; Miedziak, Peter J.; Edwards, Jennifer K.; Hutchings, Graham J.; Antoniotti, Sylvain
• Is Part Of: ChemCatChem. Volume 9:Issue 1(2017)
• Page Start: 70
• Page End: 75
• Publication Date: 2016-10-26
• Subjects: domino reactions -- nanocatalysis -- oxidation -- step economy -- sustainable chemistry; Catalysis -- Periodicals; 541.39505
• DOI: 10.1002/cctc.201600925
• Languages: English
• ISSNs: 1867-3880

Abstract

Abstract: By combining nanocatalysis with base catalysis, a novel one‐pot multistep process was found for the synthesis of substituted heterocycles of biological relevance from simple substrates. The process is based on the initial Au/O2 oxidation of allylic alcohols, which is followed by base‐catalyzed tandem hetero‐Michael/aldolization/crotonization with ortho ‐hydroxy‐ or ortho ‐aminobenzaldehydes. The flexibility of the reaction even allowed the benzaldehyde partner to be prepared in situ in an example of a one‐pot/five‐step process. Abstract : Easy access : By combining nanocatalysis with base catalysis, a novel one‐pot multistep process for the synthesis of substituted heterocycles of biological relevance from simple substrates is described. The process is based on the initial Au/O2 oxidation of allylic alcohols, and this is followed by base‐catalyzed tandem hetero‐Michael/aldolization/crotonization with ortho ‐hydroxy‐ or ortho ‐aminobenzaldehydes.