A facile approach to the synthesis of 5,7-disubstituted indoles via a highly selective lithium–bromine exchange of 5,7-dibromoindoles
Author:
Publisher
Elsevier BV
Subject
Organic Chemistry,Drug Discovery,Biochemistry
Reference16 articles.
1. Indoles;Sundberg,1996
2. For reviews, see: (a) Gribble, G. W. J. Chem. Soc., Perkin Trans. 1 2000, 1045–1075; (b) Robinson, B. The Fischer Indole Synthesis; John Wiley and Sons: Chichester, 1982; (c) Sundberg, R. J. In Comprehensive Heterocyclic Chemistry; Clive, W. B.; Cheeseman, G. W. H., Eds.; Pergamon: Oxford, 1984; Vol. 4, pp. 313–368; (d) Pindur, U.; Adam, R. J. Heterocycl. Chem. 1988, 25, 1–8.
3. For synthesis of indoles with substituent(s) on the benzenoid portion, see: (a) Ezquerra, J.; Pedregal, C.; Lamas, C. J. Org. Chem. 1996, 61, 5804–5812 and references cited therein; (b) Dobbs, A. J. Org. Chem. 2001, 66, 638–641 and references cited therein; (c) Aoki, K.; Peat, A. J.; Buchwald, S. L. J. Am. Chem. Soc. 1998, 120, 3068–3073.
4. For example, Friedel–Crafts acylation of indole without EW group on the pyrrole portion takes place preferentially at the 3-position. See: (a) Ottoni, O.; Neder, A. D. V. F.; Dias, A. K. B.; Cruz, R. P. A.; Aquino, L. B. Org. Lett. 2001, 3, 1005–1007 and references cited therein. For examples of acylation on the benzenoid portion, see: (b) Ref. 1, chapter 14, and references cited therein.
5. Bromination on indole's benzenoid portion, see: (a) Liu, Y.; Gribble, G. W. J. Nat. Prod. 2002, 65, 748–749; (b) Settimo, A. D.; Nannipieri, E. N. J. Org. Chem. 1970, 35, 2546–2550 and references cited therein.
Cited by 13 articles. 订阅此论文施引文献 订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献
1. Lithiated Aza-Heterocycles in Modern Synthesis;Lithium Compounds in Organic Synthesis;2014-03-21
2. Metalated Indoles, Indazoles, Benzimidazoles, and Azaindoles and Their Synthetic Applications;Synthesis;2013-08-15
3. Exploiting the Divergent Reactivity of α-Isocyanoacetate: Multicomponent Synthesis of 5-Alkoxyoxazoles and Related Heterocycles;Chemistry - A European Journal;2010-11-23
4. A general approach to indole-7-yl derivatives of isoxazole, oxadiazole, thiadiazole and pyrazole;Tetrahedron Letters;2010-01
5. Metalation of Indole;Topics in Heterocyclic Chemistry;2010
1.学者识别学者识别
2.学术分析学术分析
3.人才评估人才评估
"同舟云学术"是以全球学者为主线,采集、加工和组织学术论文而形成的新型学术文献查询和分析系统,可以对全球学者进行文献检索和人才价值评估。用户可以通过关注某些学科领域的顶尖人物而持续追踪该领域的学科进展和研究前沿。经过近期的数据扩容,当前同舟云学术共收录了国内外主流学术期刊6万余种,收集的期刊论文及会议论文总量共计约1.5亿篇,并以每天添加12000余篇中外论文的速度递增。我们也可以为用户提供个性化、定制化的学者数据。欢迎来电咨询!咨询电话:010-8811{复制后删除}0370
www.globalauthorid.com
TOP
Copyright © 2019-2024 北京同舟云网络信息技术有限公司 京公网安备11010802033243号 京ICP备18003416号-3