1575-17-3Relevant academic research and scientific papers
Synthesis of hybrid polycycles containing fused hydroxy benzofuran and 1H-indazoles via a domino cyclization reaction
Janardhanan, Jith C.,James, Kiran,Puthuvakkal, Anisha,Bhaskaran, Rasmi P.,Suresh, Cherumuttathu H.,Praveen, Vakayil K.,Manoj, Narayanapillai,Babu, Beneesh P.
, p. 10166 - 10175 (2019/07/03)
A stoichiometry controlled domino cyclization reaction of hydrazone and p-benzoquinone to an angularly fused 3H-benzofuro[3,2-e]indazole core with an embedded oxygenated dibenzofuran framework under mild reaction conditions is disclosed. The reaction involves palladium catalyzed 5-hydroxy-1H-indazole formation followed by TFA mediated [3+2] annulation between the in situ formed 5-hydroxy-1H-indazole and p-benzoquinone. The developed method is attractive because of the concomitant formation of two heterocyclic rings with consecutive multiple bond forming events that include two C-C, one C-N and one C-O bonds. Spectroscopic and theoretical studies of the blue emissive benzofuroindazole derivatives have also been described.
Synthesis of 1,3-diarylsubstituted indazoles utilizing a Suzuki cross-coupling/deprotection/N-arylation sequence
Salovich, James M.,Lindsley, Craig W.,Hopkins, Corey R.
supporting information; experimental part, p. 3796 - 3799 (2010/08/07)
Herein we report a general synthesis of 1,3-diarylsubstituted indazoles utilizing a two-step Suzuki crosscoupling/deprotection/N-arylation sequence. This procedure proceeds in excellent overall yield starting from the 3-iodo-N-Boc indazole derivative allowing for rapid access to these compounds.
The first example of aza-Nenitzescu reaction. A new approach to the heterocyclic quinones synthesis
Lyubchanskaya, Valeriya M.,Alekseeva, Lyudmila M.,Granik, Vladimir G.
, p. 15005 - 15010 (2007/10/03)
The first example of aza-Nenitzescu reaction is described. The interaction of azaenamine-benzaldehyde phenylhydrazone with p-benzoquinone and chlorobenzoquinone leads to a new synthesis of 5-hydroxyindazoles and indazole quinones.
