Journal
ORGANIC LETTERS
Volume 17, Issue 12, Pages 2894-2897Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b00995
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Funding
- National Basic Research Program of China (973 Program) [2011CB808600]
- National Natural Science Foundation of China [21172076, 21420102003]
- China Postdoctoral Science Foundation [2014M562165]
- Guangdong Natural Science Foundation [10351064101000000]
- Jiangxi Natural Science Foundation [20141BBG70070, 20151BAB203011]
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A facile and versatile catalytic system involving copper catalyst, K3PO4 as the base, and O-2 as the oxidant has been developed to enable efficient synthesis of 2,4,6-trisubstituted and 2,6-disubstituted 1,3,5-triazines and 1,3-disubstituted 1,2,4-triazoles from amidines with trialkylamines, DMSO, and DMF as the reaction partners, respectively. This protocol features inexpensive metal catalyst, green oxidant, good functional group tolerance, and high regioselectivity, providing an efficient entry to those products that are challenging to prepare by traditional methods. A single-electron-transfer (SET) mechanism is proposed for these transformations.
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