Synthesis of functionalized tetrahydropyridazines via catalyst-free self [4 + 2] cycloaddition of in situ generated 1,2-diaza-1,3-dienes

RSC Advances ◽  
2016 ◽  
Vol 6 (66) ◽  
pp. 61680-61685 ◽  
Author(s):  
Zhimin Zhang ◽  
Li Zhang ◽  
Qingqing Chen ◽  
Tao Lu ◽  
Qingfa Zhou
Keyword(s):  
Drug Discovery ◽  
Efficient Method ◽  
Catalyst Free

An efficient method for the synthesis of structurally diverse functionalized tetrahydropyridazines via self [4 + 2] cycloaddition of in situ generated 1,2-diaza-1,3-dienes was developed, which may play an important role in drug discovery.

Novel One-pot Synthesis of Pyranocarbazole Derivatives via an Isocyanide-based Three-component Reaction

2020 ◽  
Vol 17 ◽  
Author(s):  
Visarapu Malathi ◽  
Pedavenkatagari Narayana Reddy ◽  
Pannala Padmaja
Keyword(s):  
Efficient Method ◽  
Atom Economy ◽  
Reaction Conditions ◽  
One Pot ◽  
Catalyst Free ◽  
One Pot Synthesis ◽  
Three Component Reaction ◽  
High Yields

Abstract:: An efficient method has been developed for the synthesis of new pyrano[3,2-c] and pyrano[3,2-a]carbazole de-rivatives via a three component reaction of 4-hydroxycarbazole or 2-hydroxycarbazole, isocyanides, and dialkylacetylenedi-carboxylates. Noteworthy features of this protocol include mild reaction conditions, catalyst-free, high atom-economy and high yields.

Catalyst‐Free Enantiospecific Olefination with In Situ Generated Organocerium Species

2019 ◽  
Vol 58 (4) ◽  
pp. 1188-1192 ◽  
Author(s):  
Arif Music ◽  
Clément Hoarau ◽  
Nicolas Hilgert ◽  
Florian Zischka ◽  
Dorian Didier
Keyword(s):  
Catalyst Free

A facile one pot route for the synthesis of imide tethered peptidomimetics

2016 ◽  
Vol 14 (2) ◽  
pp. 556-563 ◽  
Author(s):  
Veladi Panduranga ◽  
Girish Prabhu ◽  
Roopesh Kumar ◽  
Basavaprabhu Basavaprabhu ◽  
Vommina V. Sureshbabu
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Efficient Method ◽  
One Pot ◽  
Protected Amino Acid

A simple and efficient method for the synthesis of N,N’-orthogonally protected imide tethered peptidomimetics is presented. The imide peptidomimetics were synthesized by coupling the in situ generated selenocarboxylate of Nα-protected amino acids with Nα-protected amino acid azides in good yields.

scholarly journals Integration of an In Situ MALDI-Based High-Throughput Screening Process: A Case Study with Receptor Tyrosine Kinase c-MET

2017 ◽  
Vol 22 (10) ◽  
pp. 1203-1210 ◽  
Author(s):  
Katrin Beeman ◽  
Jens Baumgärtner ◽  
Manuel Laubenheimer ◽  
Karlheinz Hergesell ◽  
Martin Hoffmann ◽  
...  
Keyword(s):  
Drug Discovery ◽  
High Throughput ◽  
High Throughput Screening ◽  
Maldi Ms ◽  
Kinase Assay ◽  
Label Free ◽  
Screening Process ◽  
Label Free Detection ◽  
Ic50 Values

Mass spectrometry (MS) is known for its label-free detection of substrates and products from a variety of enzyme reactions. Recent hardware improvements have increased interest in the use of matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) MS for high-throughput drug discovery. Despite interest in this technology, several challenges remain and must be overcome before MALDI-MS can be integrated as an automated “in-line reader” for high-throughput drug discovery. Two such hurdles include in situ sample processing and deposition, as well as integration of MALDI-MS for enzymatic screening assays that usually contain high levels of MS-incompatible components. Here we adapt our c-MET kinase assay to optimize for MALDI-MS compatibility and test its feasibility for compound screening. The pros and cons of the Echo (Labcyte) as a transfer system for in situ MALDI-MS sample preparation are discussed. We demonstrate that this method generates robust data in a 1536-grid format. We use the MALDI-MS to directly measure the ratio of c-MET substrate and phosphorylated product to acquire IC50 curves and demonstrate that the pharmacology is unaffected. The resulting IC50 values correlate well between the common label-based capillary electrophoresis and the label-free MALDI-MS detection method. We predict that label-free MALDI-MS-based high-throughput screening will become increasingly important and more widely used for drug discovery.

Synthesis of Symmetrical Dipurine-Nucleoside Diphosphates from the Corresponding Nucleoside Phosphoropiperidates

2014 ◽  
Vol 1023 ◽  
pp. 55-58
Author(s):  
Xiao Chuan Li ◽  
Shan Shan Gong ◽  
Qi Sun
Keyword(s):  
Efficient Method ◽  
Good Yield ◽  
Purine Bases ◽  
Hydrolysis Of

A general and efficient method for the preparation of symmetrical dinucleoside diphosphates with purine bases has been developed. Ap2A and Gp2G were synthesized from the in situ hydrolysis of corresponding nucleoside 5′-phosphoropiperidates with 4,5-dicyanoimidazole as the activator. This method features easily accessible starting materials, simple procedures, and good yield.

The Acceleration of the Rearrangement of α-Hydroxy Aldimines by Lewis or Brønsted Acids

Synlett ◽  
2018 ◽  
Vol 29 (15) ◽  
pp. 2015-2018 ◽  
Author(s):  
William Wulff ◽  
Xin Zhang ◽  
Yijing Dai
Keyword(s):  
Silica Gel ◽  
Efficient Method ◽  
Bronsted Acids ◽  
High Yields

An efficient method was developed for the synthesis of α-amino ketones from α-hydroxy imines. The reaction occurs through an α-iminol rearrangement involving the migration of a substituent of the carbinol carbon to the imine carbon. The optimal catalysts were found to be silica gel or montmorillonite K 10, which effected migration of a variety of aryl and alkyl substituents in high yields. The rearrangement can also be carried out on imines generated in situ from aldehydes and amines in essentially the same yields as those from the preformed imines.

Light Directs Monomer Coordination in Catalyst-Free Grignard Photopolymerization

2021 ◽  
Author(s):  
Eliot Woods ◽  
Alexandra Berl ◽  
Leanna Kantt ◽  
Michael Wasielewski ◽  
Brandon E. Haines ◽  
...  
Keyword(s):  
Conjugated Polymers ◽  
Radical Anion ◽  
Elevated Temperatures ◽  
Spectroscopic Studies ◽  
Computational Investigation ◽  
Catalyst Free ◽  
Active Layers ◽  
End Groups ◽  
Type Coupling

π-Conjugated polymers can serve as active layers in flexible and lightweight electronics, and are conventionally synthesized by transition-metal-mediated polycondensation at elevated temperatures. We recently reported a photopolymerization of electron-deficient heteroaryl Grignard monomers that enables the catalyst-free synthesis of n-type π-conjugated polymers. Herein we provide an experimental and computational investigation of the mechanism of this photopolymerization. Spectroscopic studies performed <i>in situ</i> and after quenching reveal that the propagating species is a radical anion with halide end groups. DFT calculations for model oligomers suggest a Mg-templated S<sub>RN</sub>1-type coupling, in which Grignard monomer coordination to the radical anion chain avoids the formation of free sp<sup>2</sup> radicals and enables C–C bond formation with very low barriers. We find that light plays an unusual role in the reaction, photoexciting the radical anion chain to shift electron density to the termini and thus favor productive monomer binding.

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