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One-Pot Synthesis of Trisubstituted Triazenes from Grignard Reagents and Organic Azides
Organic Letters ( IF 4.9 ) Pub Date : 2018-05-14 00:00:00 , DOI: 10.1021/acs.orglett.8b01214 Abdusalom A. Suleymanov 1 , Rosario Scopelliti 1 , Farzaneh Fadaei Tirani 1 , Kay Severin 1
Organic Letters ( IF 4.9 ) Pub Date : 2018-05-14 00:00:00 , DOI: 10.1021/acs.orglett.8b01214 Abdusalom A. Suleymanov 1 , Rosario Scopelliti 1 , Farzaneh Fadaei Tirani 1 , Kay Severin 1
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A simple and versatile method for the preparation of linear, trisubstituted triazenes is reported. The procedure is based on the reaction of Grignard reagents with 1-azido-4-iodobutane or 4-azidobutyl-4-methylbenzenesulfonate. These organic azides enable the regioselective formation of triazenes via an intramolecular cyclization step. The new method can be used for the preparation of aryl, heteroaryl, vinyl, and alkyl triazenes. The synthetic utility of vinyl triazenes is demonstrated by acid-induced C–N, C–O, C–F, C–P, and C–S bond-forming reactions.
中文翻译：
用格氏试剂和有机叠氮化物一锅法合成三取代三嗪
报道了一种简单且通用的制备线性三取代的三氮烯的方法。该程序基于格氏试剂与1-叠氮基-4-碘丁烷或4-叠氮基丁基-4-甲基苯磺酸的反应。这些有机叠氮化物能够通过分子内环化步骤在区域上选择性地形成三氮烯。该新方法可用于制备芳基，杂芳基，乙烯基和烷基三氮烯。酸诱导的C–N，C–O，C–F，C–P和C–S键形成反应证明了乙烯基三氮烯的合成效用。
更新日期：2018-05-14
中文翻译：
用格氏试剂和有机叠氮化物一锅法合成三取代三嗪
报道了一种简单且通用的制备线性三取代的三氮烯的方法。该程序基于格氏试剂与1-叠氮基-4-碘丁烷或4-叠氮基丁基-4-甲基苯磺酸的反应。这些有机叠氮化物能够通过分子内环化步骤在区域上选择性地形成三氮烯。该新方法可用于制备芳基，杂芳基，乙烯基和烷基三氮烯。酸诱导的C–N，C–O，C–F，C–P和C–S键形成反应证明了乙烯基三氮烯的合成效用。
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