52107-93-4Relevant academic research and scientific papers
Palladium-Catalyzed Asymmetric Intramolecular Dearomative Heck Annulation of Aryl Halides to Furnish Indolines
Li, Yuanfeng,Zhang, Hong-Yu,Zhang, Yuecheng,Han, Ya-Ping,Zhao, Jiquan,Liang, Yong-Min
, p. 14640 - 14651 (2021/11/01)
An unprecedented Pd-catalyzed asymmetric intramolecular cascade cyclization of aryl halides with readily available arylboronic acids proceeds through a Heck-type dearomative cyclization terminated with arylation in the presence of Pd2(dba)3 (10 mol %), Cu
Structure-Activity Studies Reveal Scope for Optimisation of Ebselen-Type Inhibition of SARS-CoV-2 Main Protease
Brewitz, Lennart,Choudhry, Hani,Malla, Tika R.,Salah, Eidarus,Schofield, Christopher J.,Suits, Timothy F.,Thun-Hohenstein, Siegfried T. D.,Tumber, Anthony
supporting information, (2021/12/30)
The reactive organoselenium compound ebselen is being investigated for treatment of coronavirus disease 2019 (COVID-19) and other diseases. We report structure-activity studies on sulfur analogues of ebselen with the Severe Acute Respiratory Syndrome coronavirus 2 (SARS-CoV-2) main protease (Mpro), employing turnover and protein-observed mass spectrometry-based assays. The results reveal scope for optimisation of ebselen/ebselen derivative- mediated inhibition of Mpro, particularly with respect to improved selectivity.
Synthesis of Spiro[benzofuran-2,2'-benzo[b]thiophene]-3,3'-diones via PIDA/CuBr-Mediated Spirocyclization
Du, Yunfei,Li, Xuemin,Liang, Huiyuan,Sun, Fengxia,Wang, Donghua,Wang, Xi,Yang, Yaxin O,Zhang, Jingran
supporting information, p. 6563 - 6569 (2020/11/16)
A phenyliodine(III) diacetate (PIDA)/CuBr-mediated construction of the novel 3H,3'H-spiro[benzofuran-2,2'-benzo[b]thiophene]-3,3'-dione skeleton was realized from the reaction of (Z)-3-hydroxy-1-(2-hydroxyphenyl)-3-(2-halogenphenyl)prop-2-en-1-ones with p
Palladium-Catalyzed Dearomative Arylvinylation Reaction of Indoles with N-Arylsulfonylhydrazones
Liang, Ren-Xiao,Wang, Ke,Wu, Quan,Sheng, Wei-Jian,Jia, Yi-Xia
, p. 3927 - 3930 (2019/06/13)
A Pd-catalyzed dearomative arylvinylation reaction of indoles with N-arylsulfonylhydrazones as coupling partners is developed, which proceeds via a domino sequence involving dearomative carbopalladation, Pd-carbene migratory insertion, and regioselective
Copper-Catalyzed C(sp3)-S Bond and C(sp2)-S Bond Cross-Coupling of 2-(2-Iodobenzoyl) Substituted or 2-(2-Iodobenzyl) Substituted 1,2,3,4-Tetrahydroisoquinolines with Potassium Sulfide: Synthesis of Isoquinoline-Fused 1,3-Benzothiazine Scaffolds
Dang, Pan,Zheng, Zhilei,Liang, Yun
, p. 2263 - 2268 (2017/02/26)
The sulfuration reaction of 2-(2-iodobenzoyl) substituted, or 2-(2-iodobenzyl) substituted 1,2,3,4-tetrahydroisoquinolines with potassium sulfide proceeded in the presence of copper catalysts to give tetrahydroisoquinoline-fused 1,3-benzothiazine scaffolds in moderate to appropriate yields. This protocol provided an efficient and simple strategy to construct the corresponding benzothiazine derivatives via formation of C(sp3)-S bond and C(sp2)-S bond, which the C-S bonds formed via different routes in this reaction (traditional cross-coupling reaction via the cleavage of C-I bond and oxidative cross-coupling reaction via C(sp3)-H bond functionalization).
Synthesis of 2-(1,2,3-Triazolyl)benzamide Derivatives by a Copper(I)-Catalyzed Multicomponent Reaction
Hayeebueraheng, Abdulhakim,Kaewmee, Benyapa,Rukachaisirikul, Vatcharin,Kaeobamrung, Juthanat
, p. 6714 - 6721 (2017/12/07)
The copper-catalyzed multicomponent reaction of 2-iodobenzamides, NaN3, and terminal alkynes for the synthesis of 2-(1,2,3-triazolyl)benzamide derivatives was achieved in a one-step process over a short period of time under mild conditions. The transformation involved a C(aryl)–N bond formation process followed by an azide–alkyne cycloadditon reaction. The absence of external base was crucial for the preferred reaction pathway to occur.
Relative Rate Profiles of Functionalized Iodoarene Catalysts for Iodine(III) Oxidations
Lex, Timothy R.,Swasy, Maria I.,Whitehead, Daniel C.
, p. 12234 - 12243 (2016/01/09)
A series of rate studies were conducted to evaluate the steric and electronic properties that govern the reactivity of iodoarene amide catalysts in the α-oxytosylation of propiophenone. A meta-substituted benzamide catalyst emerged as the most reactive. This catalyst was employed in the α-oxytosylation of a series of substituted propiophenones, returning the α-tosyloxy ketone products in excellent isolated yield.
Palladium-Catalyzed Carbonylative Annulation Reactions Using Aryl Formate as a CO Source: Synthesis of 2-Substituted Indene-1,3(2H)-dione Derivatives
Zhang, Ying,Chen, Jing-Lei,Chen, Zhen-Bang,Zhu, Yong-Ming,Ji, Shun-Jun
, p. 10643 - 10650 (2015/11/18)
An efficient synthesis of 2-substituted indene-1,3(2H)-diones from stable and readily available 1-(2-halophenyl)-1,3-diones by employing phenyl formate as a CO source has been developed. The reaction occurred via palladium-catalyzed intramolecular carbonylative annulation using K3PO4 as a base and DMSO as a solvent at 95 °C. In this protocol, the reaction showed a broad substrate scope with good to excellent yields.
Syntheses of quinazolinones from 2-iodobenzamides and enaminones via copper-catalyzed domino reactions
Songsichan, Teerawat,Promsuk, Jaturong,Rukachaisirikul, Vatcharin,Kaeobamrung, Juthanat
supporting information, p. 4571 - 4575 (2014/06/24)
N-Substituted 2-iodobenzamides and enaminones undergo cascade transformations to achieve quinazolinones via a copper-catalyzed Ullmann-type coupling, a Michael addition and a retro-Mannich reaction. A unique stereochemical feature of this domino process was that Z-enaminones reacted without external ligands, whereas E-enaminones required the assistance of ligands. This journal is
Catalytic enantioselective α-tosyloxylation of ketones using iodoaryloxazoline catalysts: Insights on the stereoinduction process
Guilbault, Audrey-Anne,Basdevant, Benoit,Wanie, Vincent,Legault, Claude Y.
, p. 11283 - 11295 (2013/02/23)
A family of iodooxazoline catalysts was developed to promote the iodine(III)-mediated α-tosyloxylation of ketone derivatives. The α-tosyloxy ketones produced are polyvalent chiral synthons. Through this study, we have unearthed a unique mode of stereoinduction from the chiral oxazoline moiety, where the stereogenic center alpha to the oxazoline oxygen atom is significant. Computational chemistry was used to rationalize the stereoinduction process. The catalysts presented promote currently among the best levels of activity and selectivity for this transformation. Evaluation of the scope of the reaction is presented.
