动态巯基交换与β-亚磺酰基-α,β-不饱和羰基化合物和二硫杂环戊烷。
Dynamic thiol exchange with β-sulfido-α,β-unsaturated carbonyl compounds and dithianes.
机构信息
Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, Texas 78712, USA.
出版信息
Org Lett. 2012 Sep 21;14(18):4714-7. doi: 10.1021/ol301781u. Epub 2012 Aug 30.
Abstract
A reversible covalent bond exchange of thiols, β-sulfido-α,β-unsaturated carbonyls, and dithianes has been studied in DMSO and D(2)O/DMSO mixtures. The equilibrium between thiols and β-sulfido-α,β-unsaturated carbonyls is obtained within a few hours, while the equilibration starting with the β-dithiane carbonyls and thiols requires a few days. This time scale makes the system ideal for utilization in dynamic combinatorial chemistry.
摘要
已在 DMSO 和 D(2)O/DMSO 混合物中研究了巯基、β-亚磺酰基-α,β-不饱和羰基和二硫杂环戊烷的可逆共价键交换。巯基和β-亚磺酰基-α,β-不饱和羰基之间的平衡在数小时内即可达到，而从β-二硫杂环戊烷羰基和巯基开始的平衡则需要数天。这种时间尺度使该系统非常适合用于动态组合化学。
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