• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利：CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法，用中文像聊天一样搜索，搜遍4000万医学文献。AI智能推荐，让科研检索更轻松。

立即免费搜索

文件翻译

保留排版，准确专业，支持PDF/Word/PPT等文件格式，支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述，25分钟生成高质量综述，智能提取关键信息，辅助科研写作。

立即免费体验

通过顺序多组分组装和环化反应简便合成取代的、构象受限的苯并恶唑嗪和苯并氮杂环辛烷。

Facile Syntheses of Substituted, Conformationally-Constrained Benzoxazocines and Benzazocines via Sequential Multicomponent Assembly and Cyclization.

作者信息

Sahn James J, Martin Stephen F

机构信息

Department of Chemistry and Biochemistry and Texas Institute for Drug and Diagnostic Development, The University of Texas, Austin, TX, 78712, USA.

出版信息

Tetrahedron Lett. 2011 Dec 21;52(51):6855-6858. doi: 10.1016/j.tetlet.2011.10.022.

DOI:10.1016/j.tetlet.2011.10.022
PMID:22711939
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3375694/
Abstract

A multicomponent assembly process (MCAP) was utilized to prepare versatile intermediates that are suitably functionalized for subsequent cyclizations via Ullmann and Heck reactions to efficiently construct substituted 2,6-methanobenzo[b][1,5]oxazocines and 1,6-methanobenzo[c]azocines, respectively. The intramolecular Ullmann cyclization was conducted in tandem with an intermolecular arylation that enabled the rapid syntheses of a number of O-functionalized methanobenzoxazocines.

摘要

采用多组分组装工艺（MCAP）制备通用中间体，这些中间体经过适当功能化，可通过乌尔曼反应和赫克反应进行后续环化，分别有效构建取代的2,6-亚甲基苯并[b][1,5]恶唑并辛和1,6-亚甲基苯并[c]氮杂环辛。分子内乌尔曼环化与分子间芳基化串联进行，能够快速合成多种O-功能化的亚甲基苯并恶唑并辛。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dd8e/3375694/f0ae8e604fc9/nihms332035f8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dd8e/3375694/b3cedae1ec77/nihms332035f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dd8e/3375694/5cea5f6921b4/nihms332035f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dd8e/3375694/61dacf835990/nihms332035f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dd8e/3375694/2d7c8467ac65/nihms332035f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dd8e/3375694/2f8a8fb52cc8/nihms332035f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dd8e/3375694/d40ce4fecc3b/nihms332035f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dd8e/3375694/ec904eca1786/nihms332035f7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dd8e/3375694/f0ae8e604fc9/nihms332035f8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dd8e/3375694/b3cedae1ec77/nihms332035f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dd8e/3375694/5cea5f6921b4/nihms332035f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dd8e/3375694/61dacf835990/nihms332035f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dd8e/3375694/2d7c8467ac65/nihms332035f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dd8e/3375694/2f8a8fb52cc8/nihms332035f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dd8e/3375694/d40ce4fecc3b/nihms332035f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dd8e/3375694/ec904eca1786/nihms332035f7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dd8e/3375694/f0ae8e604fc9/nihms332035f8.jpg

相似文献

1
Facile Syntheses of Substituted, Conformationally-Constrained Benzoxazocines and Benzazocines via Sequential Multicomponent Assembly and Cyclization.通过顺序多组分组装和环化反应简便合成取代的、构象受限的苯并恶唑嗪和苯并氮杂环辛烷。
Tetrahedron Lett. 2011 Dec 21;52(51):6855-6858. doi: 10.1016/j.tetlet.2011.10.022.
2
Evolution of a strategy for preparing bioactive small molecules by sequential multicomponent assembly processes, cyclizations, and diversification.通过顺序多组分组装过程、环化反应和多样化反应制备生物活性小分子的策略的演变。
Org Biomol Chem. 2014 Oct 21;12(39):7659-72. doi: 10.1039/c4ob00835a. Epub 2014 Aug 19.
3
Annulated diketopiperazines from dipeptides or Schöllkopf reagents via tandem cyclization-intramolecular N-arylation.通过串联环化-分子内 N-芳基化反应，从二肽或 Schöllkopf 试剂得到环状二酮哌嗪。
Org Lett. 2010 May 7;12(9):2162-5. doi: 10.1021/ol100663y.
4
Recent advances in the tandem copper-catalyzed Ullmann-Goldberg -arylation-cyclization strategies.串联铜催化的乌尔曼-戈德堡芳基化-环化策略的最新进展。
Org Biomol Chem. 2022 Apr 13;20(15):2993-3028. doi: 10.1039/d2ob00082b.
5
Formal total syntheses of aspidosperma alkaloids via a novel and general synthetic pathway based on an intramolecular Heck cyclization.通过基于分子内Heck环化反应的新型通用合成途径对阿朴菲生物碱进行形式上的全合成。
Org Lett. 2007 Aug 2;9(16):3101-3. doi: 10.1021/ol0712576. Epub 2007 Jul 13.
6
APPLICATIONS OF MULTICOMPONENT ASSEMBLY PROCESSES TO THE FACILE SYNTHESES OF DIVERSELY FUNCTIONALIZED NITROGEN HETEROCYCLES.多组分组装过程在多种功能化氮杂环化合物简便合成中的应用
Heterocycles. 2012;84(2):1089-1112. doi: 10.3987/COM-11-S(P)92. Epub 2011 Sep 15.
7
Total synthesis of (+/-)-cytisine via the intramolecular heck cyclization of activated N-alkyl glutarimides.通过活化的N-烷基戊二酰亚胺的分子内Heck环化反应全合成（±）-金雀花碱
Org Lett. 2000 Dec 28;2(26):4205-8. doi: 10.1021/ol006765t.
8
Three-component cascade carbopalladation/Heck cyclization/borylation: facile access to boryl-functionalized indenes.三组分串联碳钯化/Heck环化/硼化反应：便捷合成硼基官能化茚类化合物
Chem Commun (Camb). 2024 Jul 30;60(62):8075-8078. doi: 10.1039/d4cc02591a.
9
Divergent Syntheses of Spiroindanones and 2-Substituted 1-Indanones by Ruthenium-Catalyzed Tandem Coupling and Cyclization of Aromatic Acids with α,β-Unsaturated Ketones.通过钌催化的芳酸与α,β-不饱和酮的串联偶联和环化反应，对螺吲哚酮和 2-取代 1-茚酮进行发散合成。
J Org Chem. 2019 Feb 1;84(3):1348-1362. doi: 10.1021/acs.joc.8b02820. Epub 2019 Jan 24.
10
Nucleophilic phosphine-catalyzed intramolecular Michael reactions of N-allylic substituted α-amino nitriles: construction of functionalized pyrrolidine rings via 5-endo-trig cyclizations.亲核膦催化的 N-烯丙基取代的α-氨基腈的分子内迈克尔反应：通过 5-endo-trig 环化构建官能化的吡咯烷环。
J Org Chem. 2014 May 16;79(10):4456-62. doi: 10.1021/jo500418s. Epub 2014 May 5.

引用本文的文献

1
Design, Synthesis, and Evaluation of Novel Anti-Trypanosomal Compounds.新型抗锥虫化合物的设计、合成与评价
Tetrahedron. 2020 Apr 17;76(16). doi: 10.1016/j.tet.2020.131086. Epub 2020 Mar 3.
2
Sigma 2 Receptor/Tmem97 Agonists Produce Long Lasting Antineuropathic Pain Effects in Mice.Sigma 2 受体/Tmem97 激动剂在小鼠中产生持久的抗神经病理性疼痛作用。
ACS Chem Neurosci. 2017 Aug 16;8(8):1801-1811. doi: 10.1021/acschemneuro.7b00200. Epub 2017 Jul 13.
3
Applications of Ring Closing Metathesis. Total Synthesis of (±)-Pseudotabersonine.

本文引用的文献

1
Multicomponent assembly strategies for the synthesis of diverse tetrahydroisoquinoline scaffolds.多组分组装策略在合成多样的四氢异喹啉骨架中的应用。
Org Lett. 2011 Sep 2;13(17):4542-5. doi: 10.1021/ol201739u. Epub 2011 Aug 11.
2
Multicomponent assembly and diversification of novel heterocyclic scaffolds derived from 2-arylpiperidines.多组分组装和新型杂环骨架的多样化，源自 2-芳基哌啶。
Org Lett. 2011 Jun 17;13(12):3102-5. doi: 10.1021/ol201010s. Epub 2011 May 20.
3
Facile and unified approach to skeletally diverse, privileged scaffolds.
关环复分解反应的应用。（±）-假吲哚生物碱的全合成。
Tetrahedron. 2015 Sep 30;71(39):7323-7331. doi: 10.1016/j.tet.2015.04.082.
4
Multicomponent, Mannich-type assembly process for generating novel, biologically-active 2-arylpiperidines and derivatives.用于生成新型生物活性2-芳基哌啶及其衍生物的多组分曼尼希型组装过程。
Tetrahedron. 2014 Oct 7;70(40):7142-7157. doi: 10.1016/j.tet.2014.06.045.
5
Evolution of a strategy for preparing bioactive small molecules by sequential multicomponent assembly processes, cyclizations, and diversification.通过顺序多组分组装过程、环化反应和多样化反应制备生物活性小分子的策略的演变。
Org Biomol Chem. 2014 Oct 21;12(39):7659-72. doi: 10.1039/c4ob00835a. Epub 2014 Aug 19.
6
RECENT SYNTHETIC DEVELOPMENTS AND APPLICATIONS OF THE ULLMANN REACTION. A REVIEW.乌尔曼反应的近期合成进展与应用。综述
Org Prep Proced Int. 2013;45(5). doi: 10.1080/00304948.2013.816208.
7
Multicomponent assembly processes for the synthesis of diverse yohimbine and corynanthe alkaloid analogues.用于合成各种育亨宾和考尼丁生物碱类似物的多组分组装工艺。
ACS Comb Sci. 2013 Jul 8;15(7):379-86. doi: 10.1021/co400055b. Epub 2013 Jun 4.
8
Expedient synthesis of norbenzomorphan library via multicomponent assembly process coupled with ring-closing reactions.通过多组分偶联反应与环化反应相结合的方法，快速合成去甲苯并吗啡烷文库。
ACS Comb Sci. 2012 Sep 10;14(9):496-502. doi: 10.1021/co300068a. Epub 2012 Aug 20.
9
Diversity Oriented Synthesis: Concise Entry to Novel Derivatives of Yohimbine and Corynanthe Alkaloids.面向多样性的合成：喜树碱和柯楠碱生物碱新型衍生物的简洁合成方法
Tetrahedron Lett. 2012 Feb 1;53(5):477-479. doi: 10.1016/j.tetlet.2011.10.115. Epub 2011 Oct 31.
10
Application of a sequential multicomponent assembly process/huisgen cycloaddition strategy to the preparation of libraries of 1,2,3-triazole-fused 1,4-benzodiazepines.顺序多组分组装过程/霍夫曼环加成策略在 1,2,3-三唑并[4,5-b] 苯并二氮杂䓬文库制备中的应用。
ACS Comb Sci. 2012 Feb 13;14(2):135-43. doi: 10.1021/co2002087. Epub 2012 Feb 1.
骨架多样且具有优势的支架的简易统一方法。
Org Lett. 2011 May 20;13(10):2590-3. doi: 10.1021/ol200709h. Epub 2011 Apr 22.
4
Synthesis and diversification of 1,2,3-triazole-fused 1,4-benzodiazepine scaffolds.1,2,3-三唑并[4,5-b]苯并二氮杂䓬骨架的合成与多样化。
Org Lett. 2011 Mar 4;13(5):852-5. doi: 10.1021/ol1028404. Epub 2011 Jan 28.
5
Concise total synthesis of (+/-)-pseudotabersonine via double ring-closing metathesis strategy.通过双环 closing metathesis 策略简洁地全合成（±）-伪骆驼蓬碱。
Org Lett. 2010 Aug 20;12(16):3622-5. doi: 10.1021/ol101356u.
6
Synthesis of Diverse Heterocyclic Scaffolds via Tandem Additions to Imine Derivatives and Ring-Forming Reactions.通过对亚胺衍生物的串联加成和环化反应合成多种杂环骨架
Tetrahedron. 2009 Sep 15;65(33):6454-6469. doi: 10.1016/j.tet.2009.05.009.
7
Enantioselective synthesis of (+)-isolysergol via ring-closing metathesis.通过环 closing metathesis 对 (+)-isolysergol 进行对映选择性合成。
Org Lett. 2010 Jun 4;12(11):2610-3. doi: 10.1021/ol100819f.
8
Applications of multicomponent reactions to the synthesis of diverse heterocyclic scaffolds.多组分反应在合成多样杂环骨架中的应用。
Chemistry. 2009;15(6):1300-8. doi: 10.1002/chem.200802140.
9
An improved Cu-based catalyst system for the reactions of alcohols with aryl halides.一种用于醇与芳基卤化物反应的改进型铜基催化剂体系。
J Org Chem. 2008 Jan 4;73(1):284-6. doi: 10.1021/jo702024p. Epub 2007 Nov 29.
10
Applications of multicomponent reactions for the synthesis of diverse heterocyclic scaffolds.多组分反应在合成多种杂环骨架中的应用。
Org Lett. 2007 Oct 11;9(21):4223-6. doi: 10.1021/ol7018357. Epub 2007 Sep 21.