Facile access to 1,3-diketones by gold(i)-catalyzed regioselective hydration of ynones?
Organic & Biomolecular Chemistry Pub Date: 2019-03-25 DOI: 10.1039/C9OB00494G
Abstract
A facile and efficient synthesis of 1,3-diketones was developed by the gold(I)-catalyzed regioselective hydration of ynones at room temperature. This methodology employed 2.5 mol% of PPh3AuCl and 3 mol% of AgOTf as a simple catalytic system without any special phosphine ligand and was compatible with a wide range of substrates, giving rise to 1,3-diaryl, 1-alkyl-3-aryl-, and 1,3-dialkyl-1,3-diketones in up to quantitative yields in open flask reactions. This methodology could be readily scaled up to gram-scales.
Recommended Literature
- [1] Excitation energies from ground-state density-functionals by means of generator coordinates A. B. F. da Silva,K. CapellePhys. Chem. Chem. Phys., 2009,11, 4564-4569 10.1039/B902529D
- [2] Emulsion technologies for multicellular tumour spheroid radiation assays? Kay S. McMillan,Anthony G. McCluskey,Annette Sorensen,Marie Boyd,Michele ZagnoniAnalyst, 2016,141, 100-110 10.1039/C5AN01382H
- [3] Enabling high-throughput single-animal gene-expression studies with molecular and micro-scale technologies Jason WanLab Chip, 2020,20, 4528-4538 10.1039/D0LC00881H
- [4] Enabling shape memory and healable effects in a conjugated polymer by incorporating siloxane via dynamic imine bond? Yaling Zhang,Chunhui Dai,Shiwei Zhou,Bin LiuChem. Commun., 2018,54, 10092-10095 10.1039/C8CC05410J
- [5] Evolution and characterization of a benzylguanine-binding RNA aptamer? J. Xu,T. J. Carrocci,A. A. HoskinsChem. Commun., 2016,52, 549-552 10.1039/C5CC07605F
- [6] Dissociation of aryl sulfonyl phthalimide radical anions: relevance to the biological activity of arylsulfonyl amides? Abdelaziz Houmam,Emad M. HamedChem. Commun., 2012,48, 11328-11330 10.1039/C2CC36835H
- [7] Evolved polymerases facilitate selection of fully 2′-OMe-modified aptamers? Zhixia Liu,Tingjian Chen,Floyd E. RomesbergChem. Sci., 2017,8, 8179-8182 10.1039/C7SC03747C
- [8] Evolutionary de novo design of phenothiazine derivatives for dye-sensitized solar cells? Vishwesh Venkatraman,Marco Foscato,Vidar R. Jensen,Bj?rn K?re AlsbergJ. Mater. Chem. A, 2015,3, 9851-9860 10.1039/C5TA00625B
- [9] Fatty acid positional distribution in colostrum and mature milk of women living in Inner Mongolia, North Jiangsu and Guangxi of China? Long Deng,Qian Zou,Biao Liu,Wenhui Ye,Chengfei Zhuo,Li Chen,Ze-Yuan Deng,Ya-Wei Fan,Jing LiFood Funct., 2018,9, 4234-4245 10.1039/C8FO00787J
- [10] Ester-directed orthogonal dual C–H activation and ortho aryl C–H alkenylation via distal weak coordination? Manickam Bakthadoss,Tadiparthi Thirupathi Reddy,Vishal Agarwal,Duddu S. SharadaChem. Commun., 2022,58, 1406-1409 10.1039/D1CC06097J
Journal Name:Organic & Biomolecular Chemistry
research_products
-
CAS no.: 89640-58-4