Lounasmaa, Mauri; Johansson, Carl J. published the artcile< Synthetic studies in the alkaloid field. IV. The sodium dithionite reduction of 1-[2-(3-indolyl)-ethyl]-3-methoxycarbonylpyridinium bromides>, Quality Control of 33402-75-4, the main research area is indoloquinolizine; reduction indolyl pyridinium dithionite; ring closure indolyl pyridine; alkaloid vallesiachotamine model.
Na dithionite reduction of the 1-[2-(3-indolyl)ethyl]-3-(methoxycarbonyl)pyridinium bromides I (R = H, Me, Pr) in NaHCO3-buffered medium gave 49-67% of the 1,4-dihydro derivatives II, whereas in unbuffered medium 58-62% of the indoloquinolizines III were formed. Acid-induced cyclization of II (R = H) gave 94% III (R = H) whereas II (R = Me, Pr) gave 91 and 86% resp. IV (R = Me, Pr). The stereochem. of the products were deduced from 13C NMR spectra. The use of Na dithionite reduction in the preparation of vallesiachotamine models is discussed.
Tetrahedron published new progress about Cyclization. 33402-75-4 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO2, Quality Control of 33402-75-4.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics