219545-69-4Relevant academic research and scientific papers
ortho-Quinone methides: TFA-mediated generation in water and trapping with lactams and styrenes
Sharma, Rohit,Abbat, Sheenu,Mudududdla, Ramesh,Vishwakarma, Ram A.,Bharatam, Prasad V.,Bharate, Sandip B.
supporting information, p. 4057 - 4059 (2015/08/03)
Abstract A simple and efficient trifluoroacetic acid mediated protocol for ortho-amidomethylation of phenols in aqueous medium has been described. Developed protocol has a good substrate scope, involves mild reaction conditions, and products are obtained
Ortho-amidoalkylation of phenols via tandem one-pot approach involving oxazine intermediate
Mudududdla, Ramesh,Jain, Shreyans K.,Bharate, Jaideep B.,Gupta, Ajai P.,Singh, Baldev,Vishwakarma, Ram A.,Bharate, Sandip B.
, p. 8821 - 8827 (2012/11/07)
A new and efficient method for ortho-amidoalkylation of phenols via Mannich-type condensation with formaldehyde and lactams using recyclable solid acid catalyst is described. This is the first report for ortho-amidoalkylation of phenols by lactams via Mannich-type condensation. LC-ESI-MS/MS based mechanistic study revealed that reaction proceeds through o-quinone methide (o-QM) and an oxazine intermediate via tandem Knoevenagel condensation, formal [4 + 2]-Diels-Alder cycloaddition and acid catalyzed oxazine ring-opening.
