1445973-98-7Relevant academic research and scientific papers
Synthesis of oxacalothrixin B and its analogues involving iodine/TBHP-mediated electrocyclization
Ramalingam, Bose Muthu,Mohanakrishnan, Arasambattu K.
, p. 2919 - 2922 (2017)
The total synthesis of oxacalothrixins, an isostere of biologically important carbazoloquinone alkaloid, calothrixin B was achieved from 2-acetyl-3-methylbenzofuran. An iodine/TBHP-mediated oxidative cyclization of benzofuranyl-enamine has been employed as a key step to synthesize, the crucial intermediate 1-hydroxy dibenzofurancarbaldehyde. The latter upon reductive cyclization followed by PIDA-mediated oxidation furnished oxacalothrixin B and its analogues.
Total synthesis of calothrixin B and its analogs
Saravanan, Velu,Muthu Ramalingam, Bose,Mohanakrishnan, Arasambattu K.
, p. 1266 - 1279 (2014/03/21)
The total synthesis of calothrixin B and its analogs was achieved starting from 2-methylindole. The synthesis involved an electrocyclization of 2-nitroarylvinyl-3-phenylsulfonylvinylindoles as a key step to give 2-nitroaryl-4-methoxy-3-methylcarbazoles. Oxidation of these compounds followed by reductive cyclization led to N-phenylsulfonylquinocarbazoles. These quinocarbazoles underwent hydrolysis and aerial oxidation in one pot to give the target compounds. A linear synthesis of calothrixin B and its analogs has been established from commercially available 2-methylindole. The thermal electrocyclization of 2-nitroarylvinyl-3-phenylsulfonylindole was a key step in the synthesis. The synthesis of calothrixin B and its analogs was achieved in 12-22 % overall yield over twelve steps. Copyright
Total Synthesis of Calothrixin B and Its Analogs
Saravanan, Velu,Muthu Ramalingam, Bose,Mohanakrishnan, Arasambattu K.
, p. 1266 - 1279 (2015/10/05)
The total synthesis of calothrixin B and its analogs was achieved starting from 2-methylindole. The synthesis involved an electrocyclization of 2-nitroarylvinyl-3-phenylsulfonylvinylindoles as a key step to give 2-nitroaryl-4-methoxy-3-methylcarbazoles. Oxidation of these compounds followed by reductive cyclization led to N-phenylsulfonylquinocarbazoles. These quinocarbazoles underwent hydrolysis and aerial oxidation in one pot to give the target compounds.
Synthesis of calothrixins and its analogs using FeCl3-mediated domino reaction protocol
Ramalingam, Bose Muthu,Saravanan, Velu,Mohanakrishnan, Arasambattu K.
, p. 3726 - 3729 (2013/08/23)
A novel one pot synthesis of calothrixin B and its analogs is achieved involving an FeCl3-mediated domino reaction of enamines in dry DMF at reflux. Alternatively, the enamines upon interaction with CuBr2 in DMF at reflux led to the
