Iron-catalyzed oxidative sp3 carbon-hydrogen bond functionalization of 3,4-dihydro-1,4-benzoxazin-2-ones
Iron-catalyzed oxidative sp3 carbon-hydrogen bond functionalization of 3,4-dihydro-1,4-benzoxazin-2-ones
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3,4-二氢-1,4-苯并恶嗪-2-酮的铁催化氧化sp(3)碳-氢键功能化
DOI:
10.1039/c6cc05885j
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发表时间:
2016-01-01
影响因子:
4.9
通讯作者:
Chen, Fengjuan
中科院分区:
文献类型:
--
作者:
Huo, Congde;Dong, Jie;Chen, Fengjuan
A novel and efficient iron-catalyzed sp(3) carbon-hydrogen bond functionalization of benzoxazinone derivatives has been developed. For the first time, benzoxazin-2-ones were used as substrates in an oxidative dehydrogenative coupling reaction. The experiments were performed under mild reaction conditions to construct alkyl-aryl C(sp(3))-C(sp(2)) bonds. The application of this method to the gram-scale synthesis of natural product cephalandole A has been accomplished in a 3-step sequence. A plausible one electron oxidation involved mechanism is proposed.