One-Pot Procedure for the Synthesis of 1,5-Benzodiazepines from N-Allyl-2-bromoanilines.
One-Pot Procedure for the Synthesis of 1,5-Benzodiazepines from N-Allyl-2-bromoanilines.
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DOI：
10.1002/chem.201604561
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发表时间：
2017-01
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影响因子：
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通讯作者：
Marco Weers;L. Lühning;Vanessa Lührs;C. Brahms;S. Doye
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文献类型：
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作者：
Marco Weers;L. Lühning;Vanessa Lührs;C. Brahms;S. Doye
一个新的一锅程序，包括最初的钛催化的n -烯丙基-2-溴苯胺与n -甲基苯胺的分子间氢胺烷基化和随后的分子内Buchwald-Hartwig胺化，直接获得药理学上相关的1,5-苯二氮平类药物。该工艺利用了在单（甲脒酸钛）催化剂存在下进行的初始氢胺烷基化的优异区域选择性，以及只形成支化的氢胺烷基化产物只能经过钯催化环化成1,5-苯二氮卓的事实。
A new one-pot procedure that includes an initial titanium-catalyzed intermolecular hydroaminoalkylation of N-allyl-2-bromoanilines with N-methylanilines and a subsequent intramolecular Buchwald-Hartwig amination directly gives access to pharmacologically relevant 1,5-benzodiazepines. The process takes advantage of the excellent regioselectivity of the initial hydroaminoalkylation performed in the presence of a titanium mono(formamidinate) catalyst and the fact that the exclusively formed branched hydroaminoalkylation products can only undergo palladium-catalyzed cyclization to 1,5-benzodiazepines.