Bunce, Richard A. published the artcileEster- and ketone-substituted (¡À)-1-alkyl-6-nitro-1,2,3,4-tetrahydroquinolines by a tandem SNAr-Michael reaction, Safety of N-Benzyl-2-methyl-4-nitroaniline, the publication is Journal of Heterocyclic Chemistry (2010), 47(5), 1176-1182, database is CAplus.
A synthesis of ester- and ketone-substituted (¡À)-1-alkyl-6-nitro-1,2,3,4-tetrahydroquinolines was developed from 2-pentenoates and 2-penten-1-ones, resp., substituted at C(5) by a 2-fluoro-5-nitrophenyl group. The cyclization involves an SNAr reaction followed by a Michael addition that occurs exo to the final ring. A previously reported version of this annulation proceeded by an initial endo Michael addition (acceptor became part of the final ring) followed by an SNAr ring closure. The current reactions proceed in 82-97% yields in DMSO using primary amines that are unbranched at the ¦Á C. The synthesis of the reaction substrates as well as process optimization, mechanistic studies to elucidate the reaction chronol., and comparisons with the endo Michael variant are presented.
Journal of Heterocyclic Chemistry published new progress about 201157-13-3. 201157-13-3 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Amine,Benzene, name is N-Benzyl-2-methyl-4-nitroaniline, and the molecular formula is C14H14N2O2, Safety of N-Benzyl-2-methyl-4-nitroaniline.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia