Regioselective Synthesis of 1,2-Dihydropyridines by Rhodium-Catalyzed Hydroboration of Pyridines

Regioselective Synthesis of 1,2-Dihydropyridines by Rhodium-Catalyzed Hydroboration of Pyridines
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DOI:
10.1021/ja3002953
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发表时间:
2012-02-29
影响因子:
15
通讯作者:
Suginome, Michinori
Suginome, Michinori
中科院分区:
化学1区
文献类型:
--
作者:
Oshima, Kazuyuki;Ohmura, Toshimichi;Suginome, Michinori

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吡啶在铑催化剂存在下在50 ℃下经历频哪醇硼烷的加成,以高产率得到N-硼基-1,2-二氢吡啶。选择性的1,2-硼氢化反应也发生在取代吡啶的反应中。在3-取代吡啶的反应中,区域选择性地形成3-取代N-硼基-1,2-二氢吡啶。
Pyridine undergoes addition of pinacolborane at 50 degrees C in the presence of a rhodium catalyst, giving N-boryl-1,2-dihydropyridine in a high yield. The selective 1,2-hydroboration also takes place in the reactions of substituted pyridines. In the reaction of 3-substituted pyridines, 3-substituted N-boryl-1,2-dihydropyridines are formed regioselectively.