Cobalt(II)-Catalyzed Intermolecular Benzylic C-H Amination with 2,2,2-Trichloroethoxycarbonyl Azide (TrocN3)

Cobalt(II)-Catalyzed Intermolecular Benzylic C-H Amination with 2,2,2-Trichloroethoxycarbonyl Azide (TrocN3)
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DOI:
10.1021/om900916g
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发表时间:
2010-01-25
期刊:
影响因子:
2.8
通讯作者:
Zhang, X. Peter
Zhang, X. Peter
中科院分区:
化学2区
文献类型:
--
作者:
Lu, Hongjian;Subbarayan, Velusamy;Zhang, X. Peter

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2,2,2-三氯乙氧基甲苯叠氮化物(Trocn(3))是钴(II) - 催化c-H键的分子间硝基插入的有效硝基源。在所研究的不同金属酚磷脂中,CO(II)(TPP)被证明是在轻度条件下选择性胺化的各种苯甲酸C-H键的选择性催化剂,而无需其他试剂或添加剂,从而形成了所需的TROC保护胺在适度的中度适中至中等程度氮气作为唯一的副产品高产。
2,2,2-Trichloroethoxycarbonyl azide (TrocN(3)) is an effective nitrene Source for cobalt(II)-catalyzed intermolecular nitrene insertion of C-H bonds. Among different metalloporphyrins studied, Co(II)(TPP) was shown to be a competent catalyst for the selective amination of various benzylic C-H bonds under mild conditions Without the need of other reagents or additives, forming the desired Troc-protected amines in moderate to high yields with nitrogen gas as the only byproduct.