- OMS-2 nanorod-supported cobalt catalyst for aerobic dehydrocyclization of vicinal diols and amidines: Access to functionalized imidazolones
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The development of reusable base metal catalysts for innovative catalytic transformations is a key technology toward sustainable production of fine chemicals, pharmaceuticals, and other function products. Herein, we report the preparation of a new highly dipersed manganese oxides of octahedral molecular sieve (OMS-2) nanorod-supported cobalt catalyst, which is successfully applied for aerobic dehydrocyclization of vicinal diols and amidines to access structurally diverse imidazolones, a class of valuable compounds found in numerous natural and biomedical products. The developed catalytic transformation proceeds with broad substrate scope, good functional group compability, the use of green molecular oxygen and reusable cobalt catalyst, which offers an important platform for the conversion of abundant and sustainable alcohol resources into functional N-heterocycles. The strategy combining nanocatalyst design with aerobic dehydrocoupling is anticipated to achieve other challenging catalytic transformations.
- Xie, Feng,Chen, Xiuwen,Zhang, Xiangyu,Luo, Chujun,Lin, Shizhuo,Chen, Xiaoyong,Li, Bin,Li, Yibiao,Zhang, Min
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- Synthesis and Properties of 4H-Imidazoles. Part 2.
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The 1-(2,2-disubstituted alk-1-enyl)-5-phenyltetrazoles 2 and 4 are prepared from 1-methyl-5-phenyltetrazole and 5-phenyl-1-trimethylsilylmethyltetrazole by formation and appropriate interception of the α-lithioalkyl derivatives.Photolysis of the tetrazoles 2a and 4 gives the stable 4H-imidazoles 9 and 5, respectively.Similar photolysis of the tetrazole 2b gives the tetrazolophenanthrene 12 by an oxidative photocyclisation which is faster than nitrogen extrusion from the tetrazole ring.However, on further irradiation the tetrazolophenanthrene 12 can be transformed into the polycyclic 4H-imidazole 13.The 4H-imidazoles all undergo alkyl or aryl shifts to carbon when heated, 5,7,9 and 13 giving 6,8,10 and 14 respectively.
- Moody, Christopher J.,Rees, Charles W.,Young, Richard G.
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p. 335 - 339
(2007/10/02)
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