A facile scheme for phthalimide⇆phthalimidine conversion

A facile scheme for phthalimide⇆phthalimidine conversion
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DOI:
10.1016/s0040-4039(99)00152-5
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发表时间:
1999-03-12
影响因子:
1.8
通讯作者:
Figg, WD
Figg, WD
中科院分区:
化学4区
文献类型:
--
作者:
Luzzio, FA;Zacherl, DP;Figg, WD

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使用超声促进的阮内镍方案对苯硫内酰胺进行脱硫,得到相应的N-取代的邻苯二甲酰亚胺。通过用2,2 '-联吡啶氯铬酸盐/间氯过苯甲酸(BPCC/MCPBA)处理N-取代的邻苯二甲酰亚胺进行苄基氧化,得到原始邻苯二甲酰亚胺。还原脱硫应用于制备TNF-α抑制剂脱氧沙利度胺衍生物。(C)1999爱思唯尔科技有限公司。保留所有权利。
Desulfurization of phenylthiolactams using an ultrasound-promoted Raney nickel protocol yields the corresponding N-substituted phthalimidines. Benzylic oxidation of the N-substituted phthalimidines by treatment with 2,2'-bipyridinium chlorochromate/m-chloroperbenzoic acid (BPCC/MCPBA) affords the original phthalimides. The reduction-desulfurization is applied to the preparation of a deoxythalidomide derivative which is a TNF-alpha inhibitor. (C) 1999 Elsevier Science Ltd. All rights reserved.