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Synthesis of 4-substituted imino-4H-benzo[d][1,3]thiazin-2-amines via palladium-catalysed isocyanide insertion in 2-bromophenylthioureas

机译:钯催化异氰酸酯插入2-溴苯基硫脲中的4-取代亚氨基-4H-苯并[d] [1,3]噻嗪-2-胺的合成

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摘要

The palladium-catalysed isocyanide insertion in 2-bromophenylthioureas results in the formation of 4-substituted imino-4H-benzo[d][1,3]thiazin-2-amines via C-S cross coupling reaction of the intermediate imidoylpalladium species. The investigations into the substrate scope revealed that whereas reactions of cyclohexyl isocyanide were successful with aromatic as well as aliphatic thioureas, reactions of all other isocyanides (except ethyl 2-isocyanoacetate) were successful with aromatic thioureas only.
机译:通过中间亚氨基酰基钯物质的C-S交叉偶联反应,钯催化的在2-溴苯基硫脲中插入异氰酸酯导致形成4-取代的亚氨基-4H-苯并[d] [1,3]噻嗪-2-胺。对底物范围的研究表明,尽管环己基异氰化物与芳族以及脂肪族硫脲的反应是成功的,但所有其他异氰酸酯(2-异氰基乙酸乙酯除外)仅与芳族硫脲的反应是成功的。

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