Amidic C–N bond cleavage of isatin: chemoselective synthesis of pyrrolo[2,3,4-kl]acridin-1-ones using Ag NPs decorated rGO composite as an efficient and recoverable catalyst under microwave irradiation

RSC Advances ◽  
2015 ◽  
Vol 5 (111) ◽  
pp. 91888-91902 ◽  
Author(s):  
Anshu Dandia ◽  
Amit Sharma ◽  
Vijay Parewa ◽  
Begraj Kumawat ◽  
Kuldeep S. Rathore ◽  
...  

A facile route for the chemo-selective synthesis of pyrrolo[2,3,4-kl]acridin-1-ones via ring-opening or amidic C–N bond cleavage of isatin under microwave irradiation using Ag NPs/rGO composite as an effective and robust catalyst has been described.

2008 ◽  
Vol 38 (2) ◽  
pp. 205-211 ◽  
Author(s):  
Christian Torborg ◽  
David D. Hughes ◽  
Richard Buckle ◽  
Mathew W. C. Robinson ◽  
Mark C. Bagley ◽  
...  

Synlett ◽  
2021 ◽  
Author(s):  
Loránd Kiss ◽  
Zsanett Benke ◽  
Melinda Nonn ◽  
Attila M. Remete ◽  
Santos Fustero

AbstractThis Account gives an insight into the selective functionalization of some readily available commercial cyclodienes across simple chemical transformations into functionalized small-molecular scaffolds. The syntheses involved selective cycloadditions, followed by ring-opening metathesis (ROM) of the resulting azetidin-2-one derivatives or isoxazoline frameworks and selective cross metathesis (CM) by discrimination of the C=C bonds on the alkenylated heterocycles. The CM protocols have been described when investigated under various conditions with the purpose on exploring chemodifferentiation of the olefin bonds and a study on the access of the corresponding functionalized β-lactam or isoxazoline derivatives is presented. Due to the expanding importance of organofluorine chemistry in drug research as well as of the high biological potential of β-lactam derivatives several illustrative examples to the access of some fluorine-containing molecular entities is also presented in this synopsis.1 Introduction2 Ring C=C Bond Functionalization of Some Cycloalkene β-Amino Acid Derivatives across Chlorosulfonyl Isocyanate Cycloaddition3 Ring C=C Bond Functionalization of Some Cycloalkene β-Amino Acid Derivatives across Nitrile Oxide Cycloaddition4 Ring C=C Bond Functionalization of Some Cycloalkene β-Amino Acid Derivatives across Metathesis5 Functionalization of sSome Cyclodienes across Nitrile Oxide Cycloaddition6 Selective Synthesis of Functionalized Alicycles across Ring-Opening Metathesis7 Selective Synthesis of Functionalized Alicycles through Cross Metathesis8 Summary and Outlook9 List of Abbreviations


Molecules ◽  
2021 ◽  
Vol 26 (20) ◽  
pp. 6135
Author(s):  
Valentina Verdoliva ◽  
Giuseppe Digilio ◽  
Michele Saviano ◽  
Stefania De Luca

Aziridine derivatives involved in nucleophilic ring-opening reactions have attracted great interest, since they allow the preparation of biologically active molecules. A chemoselective and mild procedure to convert a peptide cysteine residue into lanthionine via S-alkylation on aziridine substrates is presented in this paper. The procedure relies on a post-synthetic protocol promoted by molecular sieves to prepare lanthionine-containing peptides and is assisted by microwave irradiation. In addition, it represents a valuable alternative to the stepwise approach, in which the lanthionine precursor is incorporated into peptides as a building block.


2008 ◽  
Vol 2008 (4) ◽  
pp. 220-221 ◽  
Author(s):  
Dadkhoda Ghazanfari ◽  
Mohammed M. Hashemi ◽  
Mohammad Mehdi Mottaghi ◽  
Mohammad Mehdi Foroughi

2015 ◽  
Vol 51 (8) ◽  
pp. 1528-1531 ◽  
Author(s):  
Xian Feng ◽  
Jian-Jun Wang ◽  
Zhan Xun ◽  
Juan-Juan Zhang ◽  
Zhi-Bin Huang ◽  
...  

Two series of novel functionalized polyhydroisoquinoline derivatives have been synthesized via the three-component domino reaction under microwave irradiation conditions.


2021 ◽  
pp. 2100044
Author(s):  
Porfirio López‐Domínguez ◽  
Nathalie Michelle Carranco‐Hernández ◽  
Eduardo Vivaldo‐Lima

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