Synthesis of 6-substituted indoloquinazolinones from arynes and 2-acyl-4-quinazolinones: a transition-metal free C–N and C–C bond formation strategy

2020 ◽  
Vol 44 (41) ◽  
pp. 17938-17953
Author(s):  
Abhilash Sharma ◽  
Pranjal Gogoi

A versatile transition-metal free synthetic strategy has been developed for the direct synthesis of 6-substituted indoloquinazolinones from 2-acyl-4-quinazolinones and aryne precursors. This cascade strategy proceeds via successive C–N and C–C bond formation in a single reaction vessel.

2019 ◽  
Vol 17 (2) ◽  
pp. 333-346 ◽  
Author(s):  
Abhilash Sharma ◽  
Pranjal Gogoi

A transition-metal free synthetic strategy for the direct synthesis of ortho-formyl substituted allyl aryl ethers and 2H-chromen-2-ol derivatives via a cascade three-component coupling of arynes, activated alkene and N,N-dimethylformamide.


2019 ◽  
Vol 17 (40) ◽  
pp. 9014-9025 ◽  
Author(s):  
Abhilash Sharma ◽  
Pranjal Gogoi

A mild, efficient and transition-metal free synthetic strategy has been developed for the α-arylation of 4-aminocoumarins using arynes as an aryl source. This synthetic strategy proceeds via C(sp2)–C(sp2) bond formation between 4-aminocoumarins and aryne precursors in a single step in the absence of a metal-catalyst.


2019 ◽  
Vol 17 (26) ◽  
pp. 6450-6460 ◽  
Author(s):  
Kashmiri Neog ◽  
Dhiraj Dutta ◽  
Babulal Das ◽  
Pranjal Gogoi

A novel transition-metal free synthetic strategy for the direct synthesis of quaternary phosphonium triflates via insertion of aryne into phosphine oxide.


2020 ◽  
Vol 18 (14) ◽  
pp. 2727-2738 ◽  
Author(s):  
Hemanta Hazarika ◽  
Pranjal Gogoi

A transition-metal free synthetic strategy for the direct synthesis of ortho-methylthio allyl and vinyl ethers via cascade three-component coupling of aryne, activated alkene and DMSO.


Synlett ◽  
2018 ◽  
Vol 29 (05) ◽  
pp. 548-555 ◽  
Author(s):  
Liang-Nian He ◽  
Xiao-Fang Liu ◽  
Xiao-Ya Li ◽  
Chang Qiao

Reductive functionalization of CO2 with amines and a reductant, which combines both reduction of CO2 and C–N bond formation in one pot to produce versatile chemicals and energy-storage materials such as formamides, aminals, and methylamines that are usually derived from petroleum feedstock, would be appealing and promising. Herein, we give a brief review on recent developments in the titled CO2 chemistry by employing transition-metal-free catalysis, which can be catalogued as below according to the diversified energy content of the products, that is formamides, aminals, and methylamines being consistent with 2-, 4-, and 6-electron reduction of CO2, respectively. Notably, hierarchical reduction of CO2 with amines to afford at least two products, for example, formamides and methylamines, could be realized with the same catalyst through tuning the hydrosilane type, reaction temperature, or CO2 pressure. Finally, the opportunities and challenges of the reductive functionalization of CO2 with amines are also highlighted.1 Introduction2 2-Electron Reduction of CO2 to Formamide3 6-Electron Reduction of CO2 to Methylamine4 4-Electron Reduction of CO2 to Aminal5 Hierarchical Reduction of CO2 with Amines6 Conclusion


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