• 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

多功能(羟甲基)膦酰基 P(O)CH2OH 官能团的化学性质。

Chemistry of the versatile (hydroxymethyl)phosphinyl P(O)CH2OH functional group.

机构信息

Department of Chemistry, Box 298860, Texas Christian University, Fort Worth, Texas 76129, USA.

出版信息

Org Lett. 2012 Jul 6;14(13):3404-7. doi: 10.1021/ol3013793. Epub 2012 Jun 18.

DOI:10.1021/ol3013793
PMID:22708634
Abstract

(Hydroxymethyl)phosphorus compounds are well-known and valuable compounds in general; however the use of (hydroxymethyl)phosphinates R(1)P(O)(OR(2))CH(2)OH in particular has been much more limited. The potential of this functionality has not yet been fully realized because the mild unmasking of the hydroxymethyl group was not available. The mild oxidative conversion of R(1)P(O)(OR(2))CH(2)OH into R(1)P(O)(OR(2))H using the Corey-Kim oxidation is described. Other reactions preserving the methylene carbon are also reported.

摘要

(羟甲基)磷化合物是众所周知的有价值的化合物;然而,(羟甲基)膦酸酯 R(1)P(O)(OR(2))CH(2)OH 的用途却受到了更多的限制。由于无法实现温和脱保护羟甲基基团,因此该功能尚未得到充分利用。本文描述了使用 Corey-Kim 氧化法将 R(1)P(O)(OR(2))CH(2)OH 温和氧化转化为 R(1)P(O)(OR(2))H。还报道了其他保留亚甲基碳的反应。

相似文献

1
Chemistry of the versatile (hydroxymethyl)phosphinyl P(O)CH2OH functional group.多功能(羟甲基)膦酰基 P(O)CH2OH 官能团的化学性质。
Org Lett. 2012 Jul 6;14(13):3404-7. doi: 10.1021/ol3013793. Epub 2012 Jun 18.
2
Insertion of carbon fragments into P(III)-N bonds in aminophosphines and aminobis(phosphines): synthesis, reactivity, and coordination chemistry of resulting phosphine oxide derivatives. Crystal and molecular structures of (Ph(2)P(O)CH(2))(2)NR (R = Me, (n)Pr, (n)Bu), Ph(2)P(O)CH(OH)(n)()Pr, and cis-[MoO(2)Cl(2)((Ph(2)P(O)CH(2))(2)NEt-kappaO,kappaO)].碳片段插入氨基膦和氨基双膦中的P(III)-N键:所得氧化膦衍生物的合成、反应性及配位化学。(Ph(2)P(O)CH(2))(2)NR(R = 甲基、正丙基、正丁基)、Ph(2)P(O)CH(OH)正丙基和顺式-[MoO(2)Cl(2)((Ph(2)P(O)CH(2))(2)NEt-κO,κO)]的晶体和分子结构
Inorg Chem. 2003 Feb 24;42(4):1272-81. doi: 10.1021/ic026118t.
3
Diverse modes of reactivity of dialkyl azodicarboxylates with P(III) compounds: synthesis, structure, and reactivity of products other than the Morrison-Brunn-Huisgen intermediate in a Mitsunobu-type reaction.偶氮二甲酸二烷基酯与P(III)化合物的多种反应模式:在光延反应类型中除莫里森-布伦-惠斯根中间体之外的产物的合成、结构及反应活性
J Org Chem. 2004 Mar 19;69(6):1880-9. doi: 10.1021/jo035634d.
4
Solid state and solution study of some phosphoramidate derivatives containing the P(O)NHC(O) bifunctional group: crystal structures of CCl(2)HC(O)NHP(O)(NCH(3)(CH(2)C(6)H(5)))(2), p-ClC(6)H(4)C(O)NHP(O)(NCH(3)(CH(2)C(6)H(5)))(2), CCl(2)HC(O)NHP(O)(N(CH(2)C(6)H(5))(2))(2) and p-BrC(6)H(4)C(O)NHP(O)(N(CH(2)C(6)H(5))(2))(2).含 P(O)NHC(O) 双功能基的一些膦酰胺衍生物的固态和溶液研究:CCl(2)HC(O)NHP(O)(NCH(3)(CH(2)C(6)H(5)))(2)、p-ClC(6)H(4)C(O)NHP(O)(NCH(3)(CH(2)C(6)H(5)))(2)、CCl(2)HC(O)NHP(O)(N(CH(2)C(6)H(5))(2))(2)和 p-BrC(6)H(4)C(O)NHP(O)(N(CH(2)C(6)H(5))(2))(2)的晶体结构
Spectrochim Acta A Mol Biomol Spectrosc. 2010 Apr;75(4):1236-43. doi: 10.1016/j.saa.2009.12.033. Epub 2010 Jan 4.
5
Overtone-induced dissociation and isomerization dynamics of the hydroxymethyl radical (CH2OH and CD2OH). II. Velocity map imaging studies.基态羟基自由基(CH2OH 和 CD2OH)的伴峰诱导离解和异构化动力学。II. 速度成像研究。
J Chem Phys. 2012 Feb 28;136(8):084305. doi: 10.1063/1.3685899.
6
Design, synthesis, and metal binding of novel Pseudo- oligopeptides containing two phosphinic acid groups.含两个次膦酸基团的新型拟寡肽的设计、合成及金属配位
Biopolymers. 2008 Jan;89(1):72-85. doi: 10.1002/bip.20855.
7
Formation of a phosphine-phosphinite ligand in RhCl(PRR'2)[P,P-R'(R)POCH2P(CH2OH)2] and R'H from cis-RhCl(PRR'2)2[P(CH2OH)3] via P-C bond cleavage.
Inorg Chem. 2007 Oct 15;46(21):8998-9002. doi: 10.1021/ic7012182. Epub 2007 Sep 15.
8
Overtone-induced dissociation and isomerization dynamics of the hydroxymethyl radical (CH2OH and CD2OH). I. A theoretical study.偕二醇自由基(CH2OH 和 CD2OH)的倍频诱导离解和异构化动力学。I. 理论研究。
J Chem Phys. 2012 Feb 28;136(8):084304. doi: 10.1063/1.3685891.
9
Characterization of supramolecular (H2O)18 water morphology and water-methanol (H2O)15(CH3OH)3 clusters in a novel phosphorus functionalized trimeric amino acid host.新型磷功能化三聚氨基酸主体中(H2O)18超分子水形态及水-甲醇(H2O)15(CH3OH)3团簇的表征
J Am Chem Soc. 2003 Jun 11;125(23):6955-61. doi: 10.1021/ja034682c.
10
Chemical stability and fate of the cytostatic drug ifosfamide and its N-dechloroethylated metabolites in acidic aqueous solutions.细胞抑制药物异环磷酰胺及其N-去氯乙基代谢物在酸性水溶液中的化学稳定性和归宿
J Med Chem. 1999 Jul 15;42(14):2542-60. doi: 10.1021/jm980587g.

引用本文的文献

1
UV-mediated hydrophosphinylation of unactivated alkenes with phosphinates under batch and flow conditions.在间歇和流动条件下,紫外线介导的未活化烯烃与次膦酸酯的氢膦酰化反应。
RSC Adv. 2018 Feb 23;8(15):8385-8392. doi: 10.1039/c7ra12977g. eCollection 2018 Feb 19.
2
One-Pot Synthesis of Phosphinylphosphonate Derivatives and Their Anti-Tumor Evaluations.一锅法合成膦酰基膦酸酯衍生物及其抗肿瘤活性评价。
Molecules. 2021 Dec 15;26(24):7609. doi: 10.3390/molecules26247609.
3
Phosphonate–phosphinate rearrangement.膦酸酯-次膦酸酯重排
J Org Chem. 2015 Jan 16;80(2):1082-91. doi: 10.1021/jo502567j.