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

被引:9
|
作者
Giorgi, Pascal D. [1 ]
Miedziak, Peter J. [2 ]
Edwards, Jennifer K. [2 ]
Hutchings, Graham J. [2 ]
Antoniotti, Sylvain [1 ]
机构
[1] Univ Cote Azur, CNRS, Inst Chim Nice, Parc Valrose, F-06108 Nice 2, France
[2] Cardiff Univ, Cardiff Catalysis Inst, Sch Chem, Pk Pl, Cardiff CF10 3AT, S Glam, Wales
基金
英国工程与自然科学研究理事会;
关键词
HIGHLY SELECTIVE SYNTHESIS; GOLD NANOPARTICLES; DIASTEREOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; MERGING PHOTOREDOX; NICKEL CATALYSIS; PRIMARY ALCOHOLS; OXIDATION; EFFICIENT; ALDEHYDES;
D O I
10.1002/cctc.201600925
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
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/O-2 oxidation of allylic al-cohols, which is followed by base-catalyzed tandem hetero-Mi-chael/aldolization/crotonization with ortho-hydroxy-or orthoaminobenzaldehydes. The flexibility of the reaction even al-lowed the benzaldehyde partner to be prepared in situ in an example of a one-pot/five-step process.
引用
收藏
页码:70 / 75
页数:6
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