1072096-75-3Relevant academic research and scientific papers
Synthesis of Annulated Carbazoles via FeCl 3/SnCl 4- Mediated Domino Reaction of Vinyl Ketone Tethered Bromomethylindoles with Arenes and Heteroarenes
Saravanan, Velu,Mohanakrishnan, Arasambattu K.
, p. 2304 - 2318 (2021/03/15)
One-pot synthesis of aryl- as well as heteroaryl-annulated carbazoles was achieved from 2/3-bromomethylindoles involving Lewis acid mediated domino reaction with arenes as well as heteroarenes via successive Friedel-Crafts intermolecular as well as intramolecular alkylations followed by elimination of acetone. Further, the bis-domino reaction of 2,5-bis(bromomethyl)pyrrole was also carried out with selected heteroarenes. Additionally, the synthesized thienocarbazoles and thieno-dibenzofurans were successfully utilized for a second-generation domino reaction.
Studies on Lewis-acid mediated domino reaction of N-protected bromomethylindoles with arenes/heteroarenes
Dhayalan, Vasudevan,Sureshbabu, Radhakrishnan,Mohanakrishnan, Arasambattu K.
experimental part, p. 843 - 857 (2011/08/06)
A systematic study on Lewis-acid mediated domino reaction of N-protected 2/3-bromomethylindoles with various types of arenes and heteroarenes is reported.
Lewis acid mediated one-pot synthesis of aryl/heteroaryl-fused carbazoles involving a cascade Friedel-Crafts alkylation/electrocyclization/aromatization reaction sequence
Sureshbabu, Radhakrishnan,Saravanan, Velu,Dhayalan, Vasudevan,Mohanakrishnan, Arasambattu K.
, p. 922 - 935 (2011/04/22)
A Lewis-acid-mediated domino reaction of 2/3-(bromomethyl)indoles with arenes/heteroarenes led to the formation of the corresponding annulated carbazoles. This three-step one-pot transformation proceeds by sequential Lewis acid catalysed Friedel-Crafts alkylation, electrocyclization and aromatization reactions. The strategy is highly efficient for the assembly of complex aryl/heteroaryl-fused carbazoles.
A versatile synthesis of annulated carbazole analogs involving a domino reaction of bromomethylindoles with arenes/heteroarenes
Dhayalan, Vasudevan,Clement, J. Arul,Jagan, Radhakrishnan,Mohanakrishnan, Arasambattu K.
scheme or table, p. 531 - 546 (2009/09/06)
A ZnBr2-mediated arylation of aryl/heteroaryl methyl bromides with arenes at 80°C led to the formation of arylated products, which underwent subsequent 1,5-sigmatropic rearrangement followed by electrocyclization and aromatiza tion with loss of a diethylmalonate unit to afford the corresponding annulated products.
A one pot synthesis of annulated carbazole analogs
Mohanakrishnan, Arasambattu K.,Dhayalan, Vasudevan,Arul Clement,Sureshbabu, Ramalingam Balamurugan Radhakrishnan,Senthil Kumar, Natarajan
scheme or table, p. 5850 - 5854 (2009/04/06)
A ZnBr2-mediated arylation of N-protected 2/3-bromomethylindoles containing an electron-deficient malonylidene unit with arenes at 80 °C led to the formation of arylated products, which on unprecedented 1,5-sigmatropic rearrangement followed by electrocyclization and subsequent aromatization with loss of diethylmalonate furnished the corresponding annulated carbazoles in reasonable yields.
