Carbamoyl radicals from carbamoylxanthates:: a facile entry into isoindolin-1-ones
Carbamoyl radicals from carbamoylxanthates:: a facile entry into isoindolin-1-ones
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DOI：
10.1016/j.tetlet.2007.09.142
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发表时间：
2007-11-19
影响因子：
1.8
通讯作者：
Miranda, Luis D.
中科院分区：
文献类型：
--
作者：
Lopez-Valdez, German;Olguin-Uribe, Simon;Miranda, Luis D.
已发现由仲叔丁胺衍生的氨基甲酰基黄原酸酯是稳定的化合物，其用作氨基甲酰基自由基的有效来源。由叔丁基苄胺衍生的氨甲酰基黄原酸酯可通过氧化自由基环化反应有效地转化为2-叔丁基异吲哚啉-1-酮。N-叔丁基氨基烯烃衍生的氨基甲酰基黄原酸酯在热诱导DLP裂解条件下和催化剂Et 3B存在下于空气中在室温下经历预期的环化/黄原酸酯转移过程，得到相应的吡咯烷酮和哌啶酮。(C)2007爱思唯尔有限公司保留所有权利。
It has been found that carbamoylxanthates derived from secondary t-butyl amines are stable compounds which function as efiicient sources of carbamoyl radicals. The carbamoylxanthates derived from t-butylbenzylamines can be efficiently transformed into 2- t-butylisoindolin-1-ones via an oxidative radical cyclization process. The carbamoylxanthates derived from N-t-butylamino olefins underwent the expected cyclization/xanthate-transfer process to afford the corresponding pyrrolidones and piperidones under thermally induced DLP fragmentation conditions and in the presence of catalytic Et3B in air, at room temperature. (C) 2007 Elsevier Ltd. All rights reserved.