scholarly journals Microwave-assisted three-component domino reaction: Synthesis of indolodiazepinotriazoles

2013 ◽  
Vol 9 ◽  
pp. 401-405 ◽  
Author(s):  
Rajesh K Arigela ◽  
Sudhir K Sharma ◽  
Brijesh Kumar ◽  
Bijoy Kundu
Keyword(s):  
Sodium Azide ◽  
Ring Opening ◽  
Domino Reaction ◽  
Dipolar Cycloaddition ◽  
Reaction Synthesis ◽  
Microwave Assisted ◽  
Internal Alkyne

A microwave-assisted three-component protocol involving N-1 alkylation of 2-alkynylindoles with epichlorohydrin, ring opening of the epoxide with sodium azide, and an intramolecular Huisgen azide–internal alkyne 1,3-dipolar cycloaddition domino sequence has been described. The efficacy of the methodology has been demonstrated by treating various 2-alkynylindoles (aromatic/aliphatic) with epichlorohydrin and sodium azide furnishing annulated tetracyclic indolodiazepinotriazoles in satisfactory yields.

Unprecedented access to functionalized pyrrolo[2,1-a]isoquinolines from the domino reaction of isoquinolinium ylides and electrophilic benzannulated heterocycles

2021 ◽  
Author(s):  
Sheba Ann Babu ◽  
Rajalekshmi A. R. ◽  
Nitha P. R. ◽  
Vishnu K. Omanakuttan ◽  
Rahul P. ◽  
...  
Keyword(s):  
Ring Opening ◽  
Domino Reaction ◽  
Dipolar Cycloaddition

The reaction between electrophilic benzannulated heterocycles and isoquinolinium methylides results in a domino dipolar cycloaddition-ring opening transformation, generating functionalized pyrrolo[2,1-a]isoquinolines and S–S-bridged bis-pyrrolo[2,1-a]isoquinolines.

Reactions of 4-Pyrones with Azomethine Ylides as a Chemo­selective Method for the Construction of Multisubstituted Pyrano[2,3-c]pyrrolidines

Synthesis ◽  
2021 ◽  
Author(s):  
Dmitrii L. Obydennov ◽  
Vyacheslav D. Steben’kov ◽  
Konstantin L. Obydennov ◽  
Sergey A. Usachev ◽  
Vladimir S. Moshkin ◽  
...  
Keyword(s):  
Double Bond ◽  
Ring Opening ◽  
Azomethine Ylides ◽  
Azomethine Ylide ◽  
Dipolar Cycloaddition ◽  
Computational Studies ◽  
Carbon Double Bond ◽  
Reactivity Indexes ◽  
Reaction Proceeds

Abstract4-Pyrones bearing electron-donating and electron-withdrawing groups react with nonstabilized azomethine ylides to form pyrano[2,3-c]pyrrolidines in moderate to good yields. The reaction proceeds chemoselectively as a 1,3-dipolar cycloaddition of the azomethine ylide at the carbon–carbon double bond of the pyrone activated by the electron-withdrawing substituent. The reactivity of 4-pyrones toward azomethine ylides was rationalized by computational studies with the use of reactivity indexes. The pyrano[2,3-c]pyrrolidine moiety could be modified, for example by a ring-opening transformation under the action of hydrazine to provide pyrazolyl-substituted pyrrolidines.

Mechanistic understanding of the Cu(i)-catalyzed domino reaction constructing 1-aryl-1,2,3-triazole from electron-rich aryl bromide, alkyne, and sodium azide: a DFT study

2021 ◽  
Author(s):  
Hanlin Gan ◽  
Liang Peng ◽  
Feng Long Gu
Keyword(s):  
Density Functional Theory ◽  
Dft Calculations ◽  
Sodium Azide ◽  
Density Functional ◽  
Dft Study ◽  
Domino Reaction ◽  
Aryl Bromide ◽  
Functional Theory ◽  
Mechanistic Understanding

The mechanism of the Cu(i)-catalyzed domino reaction furnishing 1-aryl-1,2,3-triazole assisted by CuI and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) is explored with density functional theory (DFT) calculations.

scholarly journals Intramolecular N–Me and N–H aminoetherification for the synthesis of N-unprotected 3-amino-O-heterocycles

2021 ◽  
Author(s):  
Mahesh P. Paudyal ◽  
Mingliang Wang ◽  
Juha H. Siitonen ◽  
Yimin Hu ◽  
Muhammed Yousufuddin ◽  
...  
Keyword(s):  
Ring Opening ◽  
Domino Reaction ◽  
Aziridine Ring

A mild Rh-catalyzed method for synthesis of cyclic unprotected N–Me and N–H 2,3-aminoethers using an olefin aziridination–aziridine ring-opening domino reaction has been developed.

scholarly journals Synthesis of 2-(aminomethyl)aziridines and their microwave-assisted ring opening to 1,2,3-triaminopropanes as novel antimalarial pharmacophores

2011 ◽  
Vol 46 (2) ◽  
pp. 579-587 ◽  
Author(s):  
Matthias D’hooghe ◽  
Sara Kenis ◽  
Karel Vervisch ◽  
Carmen Lategan ◽  
Peter J. Smith ◽  
...  
Keyword(s):  
Ring Opening ◽  
Microwave Assisted
Sign in / Sign up

Export Citation Format

Share Document