期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 82, 期 3, 页码 1676-1687出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b02846
关键词
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资金
- National Natural Science Foundation of China [21402049]
- Shanghai Comittee of Science and Technology [14431902500]
A practical and efficient method for divergent synthesis of 3,6-disubstituted- and 3,S,6-trisubstituted-1,2,4-triazines via unexpected rhodium-catalyzed O-H insertion/rearrangement/conditions-controlled intramolecular cyclization and oxidation reaction under mild conditions has been developed. Notably, it is the first example for the synthesis of 1,2,4-triazines with different substituted-patterns via a common intermediate with excellent chemoselectivities by the reaction of N-acylhydrazones as aze-[3C] or [4C] synthons with N-sulfonyl-1,2,3-triazoles as aze-[2C] synthons. Furthermore, this method allows direct access to di(het)aryl ketone frameworks containing 1,2,4-triazine moiety for the first time, serving as a versatile building block for the synthesis of other useful heterocyclic skeletons, such as pyridine or pyridazinone-fused triazine in excellent yields.
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