2019
Elton Islas Trejo, Antonio Rafael Tapia Benavides, Oscar Suarez Castillo, Margarita Tlahuextl*. Synthesis of 2-methyl-1H-benzo[d]imidazole and 2-ethyl-1H-benzo[d]imidazole from L-serine, L-threonine, L-cysteine. Pädi Scientific Bulletin of Basic and Engineering Sciences of ICBI, Semiannual Publication Pädi, vol 7, No. 13 (2019) 20-24. ISSN: 2007-6363, Published July 05. DOI: https://doi.org/10.29057/icbi.v7i13.3895,
Abstract
2-Methyl-1H-benzo[d]imidazole (5) and 2-ethyl-1H-benzo[d]imidazole (6) were obtained by the reaction of o-phenylenediamine with L-serine, L-cysteine or L-threonine respectively. The induction of the reaction was carried out by using two alternative methodologies: Fusion or Microwave (MW) radiation. The use of these synthetic processes proved to be simple and efficient. However, it is essential to use adequate safety measures to carry out these chemical reactions. The molecular structure of 5 and 6 was determined by 1H NMR, 13C NMR and X-ray diffraction. The probable reaction mechanism proposed in the present work involves the loss of water, hydrogen cyanide and migration of hydrogen atoms (or the methyl group).
Transesterifications mediated by t-BuNH2
Configuration, stereodynamics and crystal structure of 3-substituted-2-oxofuro[2,3-b]indoles
One-potsynthesis of conformationallyrestrictedspirooxindoles
Unimolecular rearrangements of ketene-O,O-acetals and fragmentations occurring in the gas phase
First Total Synthesis of ()-Flustraminol B
Conformational studies on indole alkaloids from Flustra foliacea by NMR and molecular modeling
13C NMR and crystallographic evidence of push-pull effects in furoindolic ?-enamino esters
Synthesis of 6-bromo-2-arylindoles using 2-iodobenzoic acid as precursor
The absoluteconfiguration of cuauhtemone and related compounds