吡啶在光电环化反应中的作用:取代和反应条件对吡啶光电环化的影响。

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC
Colin J Campbell,Xuchen Zhao,Kincade Stevenson,Jon D Rainier
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引用次数: 0

摘要

本文概述了取代苯基吡啶环己烯酮的光电环化反应,这些反应导致了二氢苯并喹啉的合成,其中取代基对反应产物的非对映选择性很重要。对于那些提供混合物的衬底,加入三态猝灭剂2,3-二甲基丁二烯或Zn(OAc)2表明混合物是由三态激发态或单线态和三态激发态的混合物产生的。还证明了二氢苯并喹啉的还原脱芳化产生相应的脱氢哌啶支架,就像麦角生物碱类天然产物的成员一样。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Pyridines in Photoelectrocyclization Reactions: The Effect of Substitution and Reaction Conditions on Pyridine Photoelectrocyclizations.
Outlined here are photoelectrocyclization reactions of substituted phenylpyridylcyclohexenones leading to the synthesis of dihydrobenzoquinolines, where the substituents are important in the diastereoselectivity of the products from the reactions. For those substrates that provided mixtures of products, the incorporation of the triplet quenchers 2,3-dimethylbutadiene or Zn(OAc)2 demonstrated that the mixtures resulted from triplet excited states or mixtures of singlet and triplet excited states. Also demonstrated is that the reductive dearomatization of the dihydrobenzoquinolines gives the corresponding dehydropiperidine scaffold, as are present in members of the ergot alkaloid class of natural products.
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来源期刊
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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