141939-62-0Relevant articles and documents
THE PHOTOCYCLIZATION OF N-ACYL-2-NITRODIPHENYLAMINES TO PHENAZINE N-OXIDES: SCOPE AND MECHANISM
Fasani, Elisa,Pietra, Silvio,Albini, Angelo
, p. 573 - 584 (2007/10/02)
The photocyclization of N-acyl-2-nitridiphenylamines to phenazine N-oxides is extended to several dinitro derivatives and a pyridine analogue obtaining N-oxides of otherwise difficult access.In the presence of some additives, the reaction takes a different course.Thus, with acids deacylation occurs, with triphenylphosphine a N-phosphoranylidene amine is formed and with 2,6-di-tert-butylphenol the corresponding nitrosodiphenylammine is obtained.A mechanism starting from the nitroamide triplet and involving several discrete intermediates is proposed in order to account for such observations.