Cobalt-catalyzed oxidative isocyanide insertion to amine-based bisnucleophiles: diverse synthesis of substituted 2-aminobenzimidazoles, 2-aminobenzothiazoles, and 2-aminobenzoxazoles.

Cobalt-catalyzed oxidative isocyanide insertion to amine-based bisnucleophiles: diverse synthesis of substituted 2-aminobenzimidazoles, 2-aminobenzothiazoles, and 2-aminobenzoxazoles.
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DOI:
10.1002/chem.201300239
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发表时间:
2013-05
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影响因子:
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通讯作者:
Tonghao Zhu;Shun‐Yi Wang;Gao Wang;S. Ji
Tonghao Zhu;Shun‐Yi Wang;Gao Wang;S. Ji
中科院分区:
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文献类型:
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作者:
Tonghao Zhu;Shun‐Yi Wang;Gao Wang;S. Ji

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钴催化:通过使用乙酸钴(II)催化的异氰化物插入邻-二氨基苯、2-氨基苯乙胺和2-氨基苯酚衍生物的1,4-二氧六环中来合成取代的2-氨基苯并咪唑、2-氨基苯并噻唑和2-氨基苯并恶唑(参见方案)。发现反应有效地进行,通过在单一步骤中形成C-N和C-S(O,N)以高达95%的分离产率得到所需产物。
Cobalt catalysis: Synthesis of substituted 2-aminobenzimidazoles, 2-aminobenzothiazoles, and 2-aminobenzoxazoles was achieved by using cobalt(II) acetate catalyzed isocyanide insertion to o-diaminobenzene, 2-aminobenzenethiol, and 2-aminophenol derivatives in 1,4-dioxane (see scheme). It was found that the reaction proceeded efficiently to give the desired products in up to 95 % isolated yields by C-N and C-S (O, N) formation in a single step.