An efficient approach to access 1,1,2-triarylethanes enabled by the organo-photoredox-catalyzed decarboxylative addition reaction?
Organic Chemistry Frontiers Pub Date: 2019-04-18 DOI: 10.1039/C9QO00380K
Abstract
An efficient protocol for the synthesis of 1,1,2-triarylethanes and 2,2-diarylethylamine with biological and pharmacological potential via organo-photoredox-catalyzed decarboxylative 1,6-conjugate addition of carboxylic acids to para-quinone methides has been developed. Different from the traditional transition-metal catalyzed multi-step synthetic strategy, our process involves a photoredox-promoted free radical pathway. A variety of structurally diverse products can be easily obtained under metal-free conditions in good to excellent yields (38 examples, up to 98% yield) in one step.
Recommended Literature
- [1] An integrated process of CO2 capture and in situ hydrogenation to formate using a tunable ethoxyl-functionalized amidine and Rh/bisphosphine system? Yu-Nong Li,Liang-Nian He,Xian-Dong Lang,Xiao-Fang Liu,Shuai ZhangRSC Adv., 2014,4, 49995-50002 10.1039/C4RA08740B
- [2] An integrated chip for immunofluorescence and its application to analyze lysosomal storage disorders Jie Shen,Ying Zhou,Tu Lu,Junya Peng,Zhixiang Lin,Yuhong Pang,Li YuLab Chip, 2012,12, 317-324 10.1039/C1LC20845D
- [3] An aptasensor for the detection of ampicillin in milk using a personal glucose meter Xixi Li,Nanwei Zhu,Ruohan Li,Qinpu ZhangAnal. Methods, 2020,12, 3376-3381 10.1039/D0AY00256A
- [4] An apparatus for testing water by measurement of its electrical conductivity Analyst, 1912,37, 538-543 10.1039/AN9123700538
- [5] An artificial photosynthesis system comprising a covalent triazine framework as an electron relay facilitator for photochemical carbon dioxide reduction? Siquan Zhang,Shengyao Wang,Liping Guo,Hao Chen,Bien Tan,Shangbin JinJ. Mater. Chem. C, 2020,8, 192-200 10.1039/C9TC05297F
- [6] An atom efficient route to N-aryl and N-alkyl pyrrolines by transition metal catalysis? Supaporn Sawadjoon,Joseph S. M. SamecOrg. Biomol. Chem., 2011,9, 2548-2554 10.1039/C0OB00383B
- [7] Acetyl group orientation modulates the electronic ground-state asymmetry of the special pair in purple bacterial reaction centers P. K. Wawrzyniak,M. T. P. Beerepoot,H. J. M. de Groot,F. BudaPhys. Chem. Chem. Phys., 2011,13, 10270-10279 10.1039/C1CP20213H
- [8] An assay for the enzyme N-acetyl-β-d-glucosaminidase (NAGase) based on electrochemical detection using screen-printed carbon electrodes (SPCEs) R. M. Pemberton,J. P. Hart,T. T. MottramAnalyst, 2001,126, 1866-1871 10.1039/B104874K
- [9] An alkynylboronatecycloaddition strategy to functionalised benzyne derivatives? James D. Kirkham,Patrick M. Delaney,George J. Ellames,Eleanor C. Row,Joseph P. A. HarrityChem. Commun., 2010,46, 5154-5156 10.1039/C0CC01345E
- [10] An integrated digital microfluidic chip for multiplexed proteomic sample preparation and analysis by MALDI-MS? Hyejin Moon,Aaron R. Wheeler,Robin L. Garrell,Chang-Jin “CJ” KimLab Chip, 2006,6, 1213-1219 10.1039/B601954D
Journal Name:Organic Chemistry Frontiers
research_products
-
CAS no.: 89640-58-4