• 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

ZnCl2 促进的二烷基膦酸酯对腈的双重加成反应合成 1-氨基双膦酸盐。

ZnCl-Mediated Double Addition of Dialkylphosphite to Nitriles for the Synthesis of 1-Aminobisphosphonates.

机构信息

Department of Chemistry , Institute for Advanced Studies in Basic Sciences (IASBS) , Gava Zang , Zanjan 45137-66731 , Iran.

School of Pharmacy , Tokyo University of Pharmacy and Life Sciences , 1432-1 Horinouchi , Hachioji, Tokyo 192-0392 , Japan.

出版信息

J Org Chem. 2019 Nov 15;84(22):14943-14948. doi: 10.1021/acs.joc.9b02298. Epub 2019 Oct 28.

DOI:10.1021/acs.joc.9b02298
PMID:31613627
Abstract

In this study, the double addition of dialkylphosphite to nitriles in a ZnCl/EtN system is described. The reaction was conveniently and directly used for the synthesis of biologically important 1-aminobisphosphonates (ABPs) from nitriles. The one-pot synthesis of 1-aminobisphosphonates from aldehydes via the in situ generation of nitriles is also described.

摘要

在这项研究中，描述了在 ZnCl/EtN 体系中，二烷基膦酸酯双加成到腈上的反应。该反应方便且直接地用于从腈合成具有生物重要性的 1-氨基双膦酸酯（ABP）。还描述了通过原位生成腈，从醛一锅法合成 1-氨基双膦酸酯。

相似文献

1
ZnCl-Mediated Double Addition of Dialkylphosphite to Nitriles for the Synthesis of 1-Aminobisphosphonates.ZnCl2 促进的二烷基膦酸酯对腈的双重加成反应合成 1-氨基双膦酸盐。
J Org Chem. 2019 Nov 15;84(22):14943-14948. doi: 10.1021/acs.joc.9b02298. Epub 2019 Oct 28.
2
One pot synthesis of aryl nitriles from aromatic aldehydes in a water environment.在水环境中由芳香醛一锅法合成芳腈。
RSC Adv. 2021 Jul 9;11(39):24232-24237. doi: 10.1039/d1ra03559b. eCollection 2021 Jul 6.
3
Highly practical synthesis of nitriles and heterocycles from alcohols under mild conditions by aerobic double dehydrogenative catalysis.在温和条件下通过有氧双脱氢催化从醇类中高度实用地合成腈和杂环化合物。
Org Lett. 2013 Apr 19;15(8):1850-3. doi: 10.1021/ol400459y. Epub 2013 Apr 5.
4
Base-mediated one-pot synthesis of 1,2,4-oxadiazoles from nitriles, aldehydes and hydroxylamine hydrochloride without addition of extra oxidant.在无额外氧化剂添加的情况下，通过碱介导腈、醛和盐酸羟胺一锅法合成1,2,4-恶二唑。
Org Biomol Chem. 2016 Oct 18;14(41):9814-9822. doi: 10.1039/c6ob01794k.
5
One-pot synthesis of optically enriched 2-piperidinones from aliphatic aldehydes and cyanoacrylamides.一锅法从脂肪醛和氰基丙烯酰胺合成手性富集的 2-哌啶酮。
Org Lett. 2013 Aug 16;15(16):4054-7. doi: 10.1021/ol401951g. Epub 2013 Aug 8.
6
A chemoselective, one-pot transformation of aldehydes to nitriles.醛到腈的化学选择性、一锅转化。
J Org Chem. 2012 Oct 19;77(20):9334-7. doi: 10.1021/jo301133y. Epub 2012 Oct 10.
7
Efficient Co-Catalyzed Double Hydroboration of Nitriles: Application to One-Pot Conversion of Nitriles to Aldimines.腈的高效协同双硼氢化反应：一锅法将腈转化为醛亚胺的应用。
Chemistry. 2020 Apr 16;26(22):4963-4968. doi: 10.1002/chem.202000753. Epub 2020 Mar 31.
8
PTSA-ZnCl2: an efficient catalyst for the synthesis of 1,2,4-oxadiazoles from amidoximes and organic nitriles.PTSA-ZnCl₂：一种用于由偕胺肟和有机腈合成1,2,4-恶二唑的高效催化剂。
J Org Chem. 2009 Aug 7;74(15):5640-3. doi: 10.1021/jo900818h.
9
Modular one-pot synthesis of tetrasubstituted pyrroles from alpha-(alkylideneamino)nitriles.由α-（亚烷基氨基）腈一锅法模块化合成四取代吡咯。
J Org Chem. 2007 Sep 14;72(19):7083-90. doi: 10.1021/jo070426x. Epub 2007 Aug 22.
10
A Novel Synthesis of Highly Functionalized Pyridines by a One-Pot, Three-Component Tandem Reaction of Aldehydes, Malononitrile and N-Alkyl-2-cyanoacetamides under Microwave Irradiation.一种新颖的微波辐射下由醛、丙二腈和 N-烷基-2-氰基乙酰胺一锅三步串联反应合成高度功能化吡啶的方法。
Molecules. 2018 Mar 9;23(3):619. doi: 10.3390/molecules23030619.

引用本文的文献

1
Synthesis of Amino--Bisphosphonate Derivatives and Their Application as Synthons for the Preparation of Biorelevant Compounds.氨基双膦酸酯衍生物的合成及其作为合成子在制备生物相关化合物中的应用。
Pharmaceuticals (Basel). 2025 Jul 18;18(7):1063. doi: 10.3390/ph18071063.
2
α-Amino bisphosphonate triazoles serve as GGDPS inhibitors.α-氨基双膦酸三唑类化合物可作为 GGDPS 抑制剂。
Bioorg Med Chem Lett. 2024 Apr 1;102:129659. doi: 10.1016/j.bmcl.2024.129659. Epub 2024 Feb 17.
3
Synthesis of Aminobisphosphinates through a Cascade Reaction between Hypophosphorous Acid and Bis(trimethylsilyl)imidates Mediated by ZnI.
通过次磷酸与双（三甲基硅基）亚胺在碘化锌介导下的串联反应合成氨基双膦酸酯。
Molecules. 2023 Aug 24;28(17):6226. doi: 10.3390/molecules28176226.
4
A method for the synthesis of unsymmetric bisphosphoric analogs of α-amino acids.一种合成α-氨基酸不对称双磷酸类似物的方法。
RSC Adv. 2023 Jun 23;13(27):18908-18915. doi: 10.1039/d3ra02981f. eCollection 2023 Jun 15.
5
Hydroxy- and Amino-Phosphonates and -Bisphosphonates: Synthetic Methods and Their Biological Applications.羟基和氨基膦酸酯及双膦酸酯：合成方法及其生物学应用
Front Chem. 2022 Jun 1;10:890696. doi: 10.3389/fchem.2022.890696. eCollection 2022.
6
One-Pot and Catalyst-Free Transformation of -Protected 1-Amino-1-Ethoxyalkylphosphonates into Bisphosphonic Analogs of Protein and Non-Protein α-Amino Acids.一锅法无催化剂转化保护的 1-氨基-1-乙氧烷基膦酸酯为蛋白质和非蛋白质α-氨基酸的双膦酸类似物。
Molecules. 2022 Jun 2;27(11):3571. doi: 10.3390/molecules27113571.
7
Synthesis of New Highly Functionalized 1-Indole-2-carbonitriles via Cross-Coupling Reactions.通过交叉偶联反应合成新型高官能化的 1-吲哚-2-甲腈。
Molecules. 2021 Aug 31;26(17):5287. doi: 10.3390/molecules26175287.