Microwave-assisted preparation of 4-amino-3-cyano-5-methoxycarbonyl-N-arylpyrazoles as building blocks for the diversity-oriented synthesis of pyrazole-based polycyclic scaffolds

2015 ◽  
Vol 13 (2) ◽  
pp. 409-423 ◽  
Author(s):  
Laurent Le Corre ◽  
Lotfi Tak-Tak ◽  
Arthur Guillard ◽  
Guillaume Prestat ◽  
Christine Gravier-Pelletier ◽  
...  

The obtention of 4-amino-3-cyano-N-arylpyrazoles via a μW mediated cyclization allowed the diversity oriented syntheses of various heteroyclic scaffolds.

ChemInform ◽  
2015 ◽  
Vol 46 (21) ◽  
pp. no-no
Author(s):  
Laurent Le Corre ◽  
Lotfi Tak-Tak ◽  
Arthur Guillard ◽  
Guillaume Prestat ◽  
Christine Gravier-Pelletier ◽  
...  

2010 ◽  
Vol 12 (12) ◽  
pp. 2774-2777 ◽  
Author(s):  
Jitender B. Bariwal ◽  
Denis S. Ermolat’ev ◽  
Toma N. Glasnov ◽  
Kristof Van Hecke ◽  
Vaibhav P. Mehta ◽  
...  

2016 ◽  
Vol 2017 (3) ◽  
pp. 469-475 ◽  
Author(s):  
Reuben Ovadia ◽  
Clémence Mondielli ◽  
Jean-Jacques Vasseur ◽  
Carine Baraguey ◽  
Karine Alvarez

Molecules ◽  
2019 ◽  
Vol 24 (20) ◽  
pp. 3760
Author(s):  
Costel Moldoveanu ◽  
Dorina Amariucai-Mantu ◽  
Violeta Mangalagiu ◽  
Vasilichia Antoci ◽  
Dan Maftei ◽  
...  

We report here the synthesis and optical spectral properties of several new pyrrolodiazine derivatives. The luminescent heterocycles were synthesized by 1,3-dipolar cycloaddition reactions between N-alkylated pyridazine and methylpropiolate or dimethyl acetylenedicarboxylate (DMAD). The pyrrolopyridazine derivatives are blue emitters with moderate quantum yields (around 25%) in the case of pyrrolopyridazines and negligible yet measurable emission for pyrrolophthalazines. In a subsequent step towards including the pyrrolodiazine moiety, given its spectral properties in various macromolecular frameworks such as biological molecules, a subset of the synthetized compounds has been subjected to α-bromination. A selective and efficient way for α-bromination in heterogeneous catalysis of pyrrolodiazine derivatives under microwave (MW) irradiation is presented. We report substantially higher yields under MW irradiation, whereas the solvent amounts required are at least five-fold less compared to classical heating.


ChemInform ◽  
2009 ◽  
Vol 40 (13) ◽  
Author(s):  
Nikita V. Tolstoluzhsky ◽  
Nikolay Yu. Gorobets ◽  
Nadezhda N. Kolos ◽  
Sergey M. Desenko

2005 ◽  
Vol 2005 (3) ◽  
pp. 167-168 ◽  
Author(s):  
Gui-Rong Qu ◽  
Yong Li ◽  
Su-Hui Han

The synthesis of N1/N9- (Ethoxycarbonylmethyl)pyrimidine/purine using as synthons for peptide nucleic acids has been described. Microwave irradiation provided the desired products by alkylation of the appropriately protected natural and substituted nucleobases with ethyl bromoacetate within 4–7 min in 48–85% yields.


Synthesis ◽  
2019 ◽  
Vol 51 (14) ◽  
pp. 2829-2838 ◽  
Author(s):  
Marina Kurbasic ◽  
Sabrina Semeraro ◽  
Ana M. Garcia ◽  
Slavko Kralj ◽  
Evelina Parisi ◽  
...  

Dipeptides and their cyclized 2,5-piperazinedione (or diketopiperazine, DKP) derivatives are attractive building blocks for supra­molecular hydrogels. The Phe-Phe, (p-nitro)-Phe-Phe, and Phe-Val dipeptides and their corresponding DKPs are studied for self-assembly in water. The DKPs were obtained in high yields by microwave-assisted cyclization­ of the dipeptides in water, demonstrating that use of their methyl ester derivatives as reported in the literature is not necessary for successful cyclization. Single-crystal XRD structures are reported for two DKPs as well as stable hydrogels at neutral pH.


2012 ◽  
Vol 8 ◽  
pp. 1293-1302 ◽  
Author(s):  
Joanna K Loh ◽  
Sun Young Yoon ◽  
Thiwanka B Samarakoon ◽  
Alan Rolfe ◽  
Patrick Porubsky ◽  
...  

The efficient synthesis of an 80-member library of unique benzoxathiazocine 1,1-dioxides by a microwave-assisted, intermolecular nucleophilic aromatic substitution (SNAr) diversification pathway is reported. Eight benzofused sultam cores were generated by means of a sulfonylation/SNAr/Mitsunobu reaction pairing protocol, and subsequently diversified by intermolecular SNAr with ten chiral, non-racemic amine/amino alcohol building blocks. Computational analyses were employed to explore and evaluate the chemical diversity of the library.


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