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首页> 外文期刊>Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry >SWITCHABLE REGIOSELECTIVITY IN LEWIS ACID-PROMOTED REACTIONS OF 1,4-BENZOQUINONE MONOIMIDES WITH STYRENYL SYSTEMS - SELECTIVE SYNTHESES OF EITHER 2-ARYL-2,3-DIHYDROBENZOFURANS OR 2-ARYL-2,3-DIHYDROINDOLES
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SWITCHABLE REGIOSELECTIVITY IN LEWIS ACID-PROMOTED REACTIONS OF 1,4-BENZOQUINONE MONOIMIDES WITH STYRENYL SYSTEMS - SELECTIVE SYNTHESES OF EITHER 2-ARYL-2,3-DIHYDROBENZOFURANS OR 2-ARYL-2,3-DIHYDROINDOLES

机译:1,4-苯并甲醌单酰亚胺与苯乙烯基体系的路易斯酸促进反应中的可切换区域选择性-2-ARYL-2,3-二氢苯并呋喃或2-ARYL-2,3-二氢吲哚的选择性合成

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摘要

Reactions of 4-(N-phenylsulfonyl)-2-alkoxy-1,4-benzoquinone monoimines with electron-rich propenylbenzenes promoted by BF3 yield 7-alkoxy-2-aryl-3-methyl-5-(N-phenylsulfonyl)amino-2,3-dihydrobenzofurans nearly exclusively; whereas, promotion of the reactions by >2 equiv of Ti(IV) gives mainly N-phenylsulfonyl-6alkoxy-2-aryl-5-hydroxy-3-methyl-2,3-dihydoinidoles. [References: 17]
机译:4-(N-苯基磺酰基)-2-烷氧基-1,4-苯醌单亚胺与BF3促进的富电子丙烯基苯反应生成7-烷氧基-2-芳基-3-甲基-5-(N-苯基磺酰基)氨基- 2,3-二氢苯并呋喃几乎全部是;相反,通过> 2当量的Ti(IV)促进反应,主要得到N-苯基磺酰基-6烷氧基-2-芳基-5-羟基-3-甲基-2,3-二氢吲哚。 [参考:17]

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