由芳基醛、胺和烯基硼化合物合成2H-色烯和1,2-二氢喹啉。
Synthesis of 2H-chromenes and 1,2-dihydroquinolines from aryl aldehydes, amines, and alkenylboron compounds.
作者信息
Petasis Nicos A, Butkevich Alexey
机构信息
Department of Chemistry and Loker Hydrocarbon Research Institute, University of Southern California, Los Angeles, California 90089-1661.
出版信息
J Organomet Chem. 2009 May 1;694(11):1747-1753. doi: 10.1016/j.jorganchem.2008.11.050.
Abstract
The one-step reaction of salicylaldehydes with amines and alkenyl boronic acids or alkenyl trifluoroborates to form 2H-chromenes (2H-1-benzopyrans) has been investigated in more detail and new suitable conditions have been identified, including the use of tertiary amines and protic solvents including water. This process was applied to a concise synthesis of a tocopherol analog. The analogous condensation reaction between 2-sulfamidobenzaldehydes and alkenyl trifluoroborates provides an efficient synthesis of 1,2-dihydroquinoline derivatives.
摘要
已更详细地研究了水杨醛与胺以及烯基硼酸或烯基三氟硼酸盐一步反应形成2H-色烯（2H-1-苯并吡喃）的反应，并确定了新的合适条件，包括使用叔胺和包括水在内的质子溶剂。该方法应用于生育酚类似物的简洁合成。2-磺酰胺基苯甲醛与烯基三氟硼酸盐之间的类似缩合反应提供了1,2-二氢喹啉衍生物的有效合成方法。
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