Synthesis and properties of carbamoyl derivatives of photolabile benzoins
Synthesis and properties of carbamoyl derivatives of photolabile benzoins
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DOI：
10.1016/s0040-4020(97)00009-4
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发表时间：
1997-03-17
期刊：
影响因子：
2.1
通讯作者：
Corrie, JET
中科院分区：
文献类型：
--
作者：
Papageorgiou, G;Corrie, JET
光不稳定的苯偶姻，特别是3 ′，5 ′-二巯基苯偶姻的氨甲酰基衍生物，通过苯偶姻的混合对硝基苯基碳酸酯容易地制备。该方法最适用于仲胺，因为许多伯胺以不同比例作为环状羟基恶唑烷酮互变异构体存在。在碱性溶液（0.2 M NaOH）中，不对称苯偶姻的氨基甲酸酯很容易平衡。3 '，5'-二甲氧基苯偶姻氨基甲酸酯的闪光光解在快速异裂过程中产生氨基甲酸根阴离子，并且胺的释放受脱羧基的罕见性控制。(C)1997 Elsevier Science Ltd.
Carbamoyl derivatives of photolabile benzoins, particularly of 3',5'-dimerhoxybenzoin, are readily prepared via the mixed p-nitrophenyl carbonate of the benzoin. The method is most suitable for secondary amines, since many primary amines exist in varying proportions as the cyclic hydroxyoxazolidinone tautomer. In alkaline solution (0.2 M NaOH) the carbamates of unsymmetrical benzoins are readily equilibrated. Flash photolysis of 3',5'-dimethoxybenzoin carbamates generates the carbamate anion in a fast heterolytic process and liberation of the amine is controlled by the rare of decarboxylation. (C) 1997 Elsevier Science Ltd.