نتایج جستجو برای: sonogashira

تعداد نتایج: 591  

2009
Christoph Böttcher Gehad Zeyat Saleh A Ahmed Elisabeth Irran Thorben Cordes Cord Elsner Wolfgang Zinth Karola Rueck-Braun

Photochromic pyrans for applications in material and life sciences were synthesized via palladium-mediated cyanation, carbonylation and Sonogashira cross-coupling starting from bromo-substituted naphthopyran 1 and benzopyrans 2a/b. A novel photoswitchable benzopyran-based omega-amino acid 6 for Fmoc-based solid-phase peptide synthesis is presented. The photochromic behaviour of the 3-cyano-subs...

Journal: :Asian journal of chemical sciences 2022

Stilbene and phenylethynylstilbene units are excellent candidates for fluorescent sensor synthesis. In this paper we show a fast efficient method the preparation of fluorophores based on biphenyl nuclei with phenylene-vinylene functionalized by donor groups. Using pallado catalysed coupling reactions Sonogashira types Wittig or Wittig-Horner reaction, stilbene phenylethylsilbene arms O-alkyl N-...

Journal: :Dalton transactions 2009
Alex John Mobin M Shaikh Prasenjit Ghosh

A series of new PEPPSI (Pyridine Enhanced Precatalyst Preparation Stabilization and Initiation) themed precatalysts of abnormal N-heterocyclic carbenes for the highly desirable Cu-free and amine-free Sonogashira coupling in air in a mixed-aqueous medium is reported. Specifically, the PEPPSI themed (NHC)PdI2(pyridine) type precatalysts, 1b-4b, efficiently carried out the highly convenient Cu-fre...

Journal: :Journal of the American Chemical Society 2009
Susan A Odom Scott Webster Lazaro A Padilha Davorin Peceli Honghua Hu Gero Nootz Sung-Jae Chung Shino Ohira Jonathan D Matichak Olga V Przhonska Alexei D Kachkovski Stephen Barlow Jean-Luc Brédas Harry L Anderson David J Hagan Eric W Van Stryland Seth R Marder

A chromophore in which zinc porphyrin donors are linked through their meso positions by ethynyl bridges to a bis(indolinylidenemethyl) squaraine core has been synthesized using Sonogashira coupling. The chromophore exhibits a two-photon absorption spectrum characterized by a peak cross section of 11,000 GM and, more unusually, also exhibits a large cross section of >780 GM over a photon-wavelen...

Journal: :Organic & biomolecular chemistry 2012
Ende Li Wenjun Yao Xin Xie Chengyu Wang Yushang Shao Yanzhong Li

A series of (E)-1-aryloxy-1-en-3-ynes has been prepared by Sonogashira coupling of 2-bromo-3-aryloxypropenoates with terminal alkynes using Pd(PPh(3))(4) and CuI as the catalysts in Et(3)N. The resulting enynyl-aryl ethers are found to be highly applicable to the synthesis of 2,4-disubstituted furans with an ester group at C-4 position through an Au/Ag-catalyzed annulation reaction under extrem...

2014
Fabian Klukas Alexander Grunwald Franziska Menschel Thomas J J Müller

2,5-Di(hetero)arylfurans are readily accessible in a pseudo five-component reaction via a Sonogashira-Glaser coupling sequence followed by a superbase-mediated (KOH/DMSO) cyclization in a consecutive one-pot fashion. Besides the straightforward synthesis of natural products and biologically active molecules all representatives are particularly interesting due to their bright blue luminescence w...

2018
Eric Tan Ophélie Quinonero M. Elena de Orbe Antonio M. Echavarren

We report the alkynylation of C(sp2)-H bonds with bromoalkynes (inverse-Sonogashira reaction) directed by synthetically useful ester, ketone, and ether groups under rhodium catalysis. Other less common directing groups such as amine, thioether, sulfoxide, sulfone, phenol ester, and carbamate are also suitable directing groups. Mechanistic studies indicate that the reaction proceeds by a turnove...

Journal: :Organic & biomolecular chemistry 2015
Yury N Kotovshchikov Gennadij V Latyshev Nikolay V Lukashev Irina P Beletskaya

Cu-catalyzed Pd-free Sonogashira coupling has been proposed as a straightforward and convenient route to valuable steroidal enynes. A biligand catalyst system based on Ph3P and TMEDA has been designed. The protocol was utilized for the efficient coupling of iodosteroids with diverse terminal alkynes and 1-trimethylsilylalkynes. A possible role of an auxiliary ligand as a phase-transfer catalyst...

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