Stereoselective syntheses of substituted pterocarpans with anti-HIV activity, and 5-aza-/5-thia-pterocarpan and 2-aryl-2,3-dihydrobenzofuran analogues
摘要:
Oxygenated pterocarpans and 5-azapterocarpans are prepared utilizing Lewis acid-promoted reactions of 2-alkoxy-1,4-benzoquinones with 2H-chromenes and N-tosyl-3,2-dihydroquinolines, respectively. Similarly, benzannulated analogues are prepared via reactions of 5-alkoxy-1,4-naphthoquinones with chromenes, and related 2-aryl-2,3-dihydrobenzofurans result from reactions of styrenes with the quinones. Syntheses of 5-thiapterocarpans are also described utilizing Pd(0)-coupling of o-chloromercuriophenols with 2H-chromenes. Copyright (C) 1996 Elsevier Science Ltd
Cycloaddition reactions of 1,4-benzoquinone mono- and bisimides with styrenyl systems: New syntheses of nitrogen substituted azapterocarpans, pterocarpans, 2-aryl-2,3-dihydroindoles and -dihydrobenzofurans
作者:Thomas A. Engler、Kenneth O. Lynch、Wenying Chai、Steven P. Meduna
DOI:10.1016/0040-4039(95)00375-m
日期:1995.4
Lewisacid-promotedreactions of 1,4-benzoquinones and 1,4-benzoquinone bis- and monoimides with various 2H-chromenes, N-tosyl-1,2-dihydroquinolines and styrenes regio- and stereoselectively produce the title compounds in good yields.
Development of Isomerization and Cycloisomerization with Use of a Ruthenium Hydride with <i>N</i>-Heterocyclic Carbene and Its Application to the Synthesis of Heterocycles
ruthenium hydride complex with N-heterocyclic carbene (NHC) ligand was efficiently generated from the reaction of a second-generation Grubbs ruthenium catalyst with vinyloxytrimethylsilane and unambiguously characterized. This ruthenium hydride complex showed high catalytic activity for the selective isomerization of terminal olefin and for the cycloisomerization of 1,6-dienes. These reactions of N-allyl-o-vinylaniline
第二代Grubbs钌催化剂与乙烯基氧基三甲基硅烷的反应可有效生成具有N-杂环卡宾(NHC)配体的纯氢化钌络合物,并具有明确的特征。该氢化钌络合物对末端烯烃的选择性异构化和1,6-二烯的环异构化显示出高催化活性。的这些反应Ñ -allyl- Ò -vinylaniline导致新的合成方法杂环如吲哚和3-亚甲基-2,3- dihydroindoles,这对于生物活性天然产物有用的合成子。这些程序解决了面向多样性的综合中的一个重要问题。