带可裂解氧化还原辅基的烯酮的光催化[2 + 2]环加成反应。
Photocatalytic [2 + 2] cycloadditions of enones with cleavable redox auxiliaries.
机构信息
Department of Chemsitry, University of Wisconsin-Madison, 1101 University Avenue, Madison, Wisconsin 53706, USA.
出版信息
Org Lett. 2012 Feb 17;14(4):1110-3. doi: 10.1021/ol3000298. Epub 2012 Feb 9.
Abstract
α,β-Unsaturated 2-imidazolyl ketones undergo [2 + 2] cycloaddition with a variety of Michael acceptors upon irradiation with visible light in the presence of Ru(bpy)(3)(2+). Cleavage of the imidazolyl auxiliary from the cycloadducts affords cyclobutane carboxamides, esters, thioesters, and acids that would not be accessible from direct cycloaddition of the corresponding unsaturated carbonyl compounds.
摘要
α,β-不饱和 2-咪唑基酮在可见光照射下，在 Ru(bpy)(3)(2+)存在的条件下与各种迈克尔受体发生[2 + 2]环加成反应。从环加成产物中脱除咪唑基辅助基可得到环丁烷羧酰胺、酯、硫酯和酸，这些化合物无法通过相应的不饱和羰基化合物的直接环加成得到。
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