• 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

有机催化合成α-三苯甲基胺从二芳基酮亚胺和苯酚。

Organocatalytic Synthesis of α-Triphenylmethylamines from Diarylketimines and Phenols.

机构信息

Laboratory for Biomimetic Chemistry, Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, Bijenička cesta 54, 10000 Zagreb, Croatia.

出版信息

J Org Chem. 2020 Nov 6;85(21):14253-14261. doi: 10.1021/acs.joc.0c02225. Epub 2020 Oct 28.

DOI:10.1021/acs.joc.0c02225
PMID:33112133
Abstract

A formal Betti reaction between variously substituted phenols and benzophenone-derived imines to afford α-triphenylmethylamines is reported. The key to the success of this transformation is the generation of the reactive benzophenone iminium species under organocatalytic conditions. Different phenols reacted smoothly, enabling the synthesis of an array of α-triphenylmethylamines, which are highly valued structural motifs in bioactive molecules and chemical sensors.

摘要

本文报道了各种取代酚与二苯甲酮衍生亚胺之间的正式Betti 反应,生成α-三苯甲基胺。这种转化成功的关键是在有机催化条件下生成反应性的二苯甲酮亚胺物种。不同的酚类化合物反应顺利,从而能够合成一系列的α-三苯甲基胺,这些都是生物活性分子和化学传感器中非常有价值的结构基序。

相似文献

1
Organocatalytic Synthesis of α-Triphenylmethylamines from Diarylketimines and Phenols.有机催化合成α-三苯甲基胺从二芳基酮亚胺和苯酚。
J Org Chem. 2020 Nov 6;85(21):14253-14261. doi: 10.1021/acs.joc.0c02225. Epub 2020 Oct 28.
2
Organocatalytic asymmetric 1,6-additions of beta-ketoesters and glycine imine.β-酮酯与甘氨酸亚胺的有机催化不对称1,6-加成反应
J Am Chem Soc. 2007 May 2;129(17):5772-8. doi: 10.1021/ja0707097. Epub 2007 Apr 6.
3
Solvent-free preparation of novel 2-[phenyl (pyridine-2-ylamino) methyl] phenols as pseudo-betti processor for natural products.新型2-[苯基(吡啶-2-基氨基)甲基]苯酚作为天然产物的拟贝蒂试剂的无溶剂制备
Jundishapur J Nat Pharm Prod. 2014 Nov 22;9(4):e17808. doi: 10.17795/jjnpp-17808. eCollection 2014 Nov.
4
Control of the dual reactivity (iminium-dienamine) of β-arylmethyl α,β-unsaturated aldehydes in organocatalytic 1,3-dipolar cycloadditions with N-benzoyl C,N-cyclic azomethine imines.在有机催化的与N-苯甲酰基C,N-环甲亚胺亚胺的1,3-偶极环加成反应中对β-芳基甲基α,β-不饱和醛的双重反应性(亚胺离子-二烯胺)的控制
J Org Chem. 2014 Nov 7;79(21):10417-33. doi: 10.1021/jo5018519. Epub 2014 Oct 24.
5
Highly Regio-, Diastereo-, and Enantioselective Mannich Reaction of Allylic Ketones and Cyclic Ketimines: Access to Chiral Benzosultam.高区域选择性、立体选择性和对映选择性的烯丙基酮和环酮亚胺的曼尼希反应:手性苯并噁唑烷的获得。
Org Lett. 2015 Sep 18;17(18):4608-11. doi: 10.1021/acs.orglett.5b02351. Epub 2015 Sep 3.
6
Organocatalytic Enantioselective Vinylogous Michael-Aldol Cascade for the Synthesis of Spirocyclic Compounds.有机催化对映选择性乙烯基迈克尔-Aldol 级联反应在螺环化合物合成中的应用。
Org Lett. 2017 Aug 18;19(16):4367-4370. doi: 10.1021/acs.orglett.7b02085. Epub 2017 Jul 27.
7
Iron-mediated synthetic routes to unsymmetrically substituted, sterically congested benzophenones.
J Org Chem. 2000 Aug 25;65(17):5264-74. doi: 10.1021/jo000421z.
8
Tetronamides as latent acyclic vinylogous amides in formal aza-[3 + 3] cycloaddition reactions with alpha,beta-unsaturated iminium salts. An unexpected rearrangement and an approach to synthesis of substituted piperidines.在与α,β-不饱和亚胺鎓盐的形式氮杂-[3 + 3]环加成反应中作为潜在非环烯醇式酰胺的特曲那胺。一种意外的重排反应及一种合成取代哌啶的方法。
J Org Chem. 2004 Oct 1;69(20):6732-8. doi: 10.1021/jo049108d.
9
Organocatalytic Para-Selective Amination of Phenols with Iminoquinone Monoacetals.有机催化对酚的亚胺醌单缩醛的选择性胺化反应。
Org Lett. 2017 Jul 21;19(14):3823-3826. doi: 10.1021/acs.orglett.7b01700. Epub 2017 Jul 11.
10
Organocatalytic atroposelective synthesis of axially chiral styrenes.手性有机催化轴手性苯乙烯的对映选择性合成。
Nat Commun. 2017 May 3;8:15238. doi: 10.1038/ncomms15238.

引用本文的文献

1
Synthesis of 3,3-Disubstituted Allyl Isoindolinones via Pd-Catalyzed Decarboxylative Allylic Alkylation.通过钯催化的脱羧烯丙基烷基化反应合成3,3-二取代烯丙基异吲哚啉酮
Tetrahedron Lett. 2024 Sep 19;148. doi: 10.1016/j.tetlet.2024.155242. Epub 2024 Aug 3.
2
Csp-H functionalization of phenols: an effective access route to valuable materials Csp-C bond formation.酚类的Csp-H官能团化:形成Csp-C键从而获得有价值材料的有效途径
Chem Sci. 2024 Feb 21;15(11):3831-3871. doi: 10.1039/d4sc00687a. eCollection 2024 Mar 13.
3
Accelerating Drug Discovery: Synthesis of Complex Chemotypes via Multicomponent Reactions.
加速药物发现:通过多组分反应合成复杂化学型
ACS Med Chem Lett. 2023 Mar 8;14(4):376-385. doi: 10.1021/acsmedchemlett.3c00012. eCollection 2023 Apr 13.
4
DTBP-mediated cross-dehydrogenative coupling of 3-aryl benzofuran-2(3)-ones with toluenes/phenols for all-carbon quaternary centers.二叔丁基过氧化物介导的3-芳基苯并呋喃-2(3)-酮与甲苯/苯酚的交叉脱氢偶联反应构建全碳季碳中心
RSC Adv. 2022 Dec 9;12(54):35215-35220. doi: 10.1039/d2ra06231c. eCollection 2022 Dec 6.
5
Preparation of 3,5-diarylsubstituted 5-hydroxy-1,5-dihydro-2-pyrrol-2-ones base-assisted cyclization of 3-cyanoketones.3,5-二芳基取代的5-羟基-1,5-二氢-2-吡咯-2-酮的制备:3-氰基酮的碱辅助环化反应
RSC Adv. 2021 Apr 30;11(27):16236-16245. doi: 10.1039/d1ra02279b.