Heterogeneous Gold‐Catalyzed Cascade Hydrogen‐Transfer Strategy for Selective Synthesis of Quinazolinones in Water. Issue 3 (3rd February 2016)

• Record Type: Journal Article
• Authors: Tang, Lin; Zhao, Xianghua; Zou, Guodong; Zhou, Yuqiang; Yang, Xingkun
• Is Part Of: Asian journal of organic chemistry. Volume 5:Issue 3(2016)
• Page Start: 335
• Page End: 339
• Publication Date: 2016-02-03
• Subjects: gold -- heterogeneous catalysis -- hydrogen-transfer strategy -- quinazolinones -- synthetic methods; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.201500512
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: Efficient and selective synthesis of quinazolinones from 2‐nitrobenzonitriles and benzylic alcohols catalyzed by TiO2 ‐supported gold nanoparticles (Au/TiO2 ) has been developed. Various transformations, such as dehydrogenative oxidation of C−O and C−N bonds, reduction of nitro groups, condensation of aldehydes with amines, hydration of cyano groups and cyclization, can be achieved in the tandem hydrogen‐transfer reaction. This protocol presents broad substrate scope, good tolerance to air and water, excellent recycling of the catalyst and does not require any additive, oxidant or reductant, which enables straightforward, practical and environmentally benign C−N and C−O bond formation. Abstract : Tiny flecks of gold : Au/TiO2 ‐catalyzed one‐pot synthesis of quinazolinones from 2‐nitrobenzonitriles and benzylic alcohols is reported. This protocol presents broad substrate scope, good tolerance to air and water, excellent recycling of the catalyst and does not require any additive, oxidant or reductant, which enables an avenue for practical C−N and C−O bond formation.