Chromium hydride intermediates in the case of cine and tele-meta nucleophilic aromatic substitution on arenetricarbonylchromium complexes
摘要:
Treatment of (eta(6)-1,2,3-trimethoxybenzene) and (eta(6)-veratrole) tricarbonylchromium complexes 1 and 5 with a carbanion in THF and then with acid affords as the major products 4-substituted (eta(6)-veratrole) and 3-substituted (eta 6-anisole) tricarbonylchromium complexes according to tele-meta and cine nucleophilic aromatic substitutions, respectively.
Chromium hydride intermediates in the case of cine and tele-meta nucleophilic aromatic substitution on arenetricarbonylchromium complexes
摘要:
Treatment of (eta(6)-1,2,3-trimethoxybenzene) and (eta(6)-veratrole) tricarbonylchromium complexes 1 and 5 with a carbanion in THF and then with acid affords as the major products 4-substituted (eta(6)-veratrole) and 3-substituted (eta 6-anisole) tricarbonylchromium complexes according to tele-meta and cine nucleophilic aromatic substitutions, respectively.
Mescaline synthesis via tricarbonyl (η6-1,2,3-trimethoxybenzene)chromium complex
作者:Françoise Rose-Munch、René Chavignon、Jean-Philippe Tranchier、Vanessa Gagliardini、Eric Rose
DOI:10.1016/s0020-1693(00)00011-6
日期:2000.4
Abstract Treatment of tricarbonyl(η6 -1,2,3-trimethoxybenzene)chromiumcomplex 1 with acetonitrile carbanion in THF and then with iodine followed by reduction of the nitrile function gives mescaline. Deprotonation of complex 1 at the C 5 carbon with LiTMP followed by chlorination, bromation or iodation gives 5-chloro, 5-bromo or 5-iodo complexes, useful synthons in organic synthesis for the preparation