专利号:EP-2173747-B1 优先权日:2007-06-26 标 题:A regioselective metal catalyzed synthesis of annelated benzimidazoles and azabenzimidazoles 发明人:ALONSO JORGE; LINDENSCHMIDT ANDREAS; NAZARE MARC; R KYEN OMAR; URMANN MATHIAS; HALLAND NIS 权利人:SANOFI SA 摘要:The present invention relates to a process for the regioselective synthesis of compounds of the formula I, wherein R1; R2; R3; R4; J1; J2; J3; J4 and G have the meanings indicated in the claims. The present invention provides a direct metal, e.g. palladium or copper, catalyzed, regioselective process to a wide variety of unsymmetrical, multifunctional N-substituted benzimidazoles or azabenzimidazoles of formula I starting from 2-halo-nitroarenes and N-substituted amides.
专利号:US-6828466-B2 优先权日:2002-07-19 标题:Process for the synthesis of phenols from arenes 发明人:MALECZKA JR ROBERT E; SMITH III MILTON R; HOLMES DANIEL; SHI FENG 权利人:UNIV MICHIGAN STATE 摘要:A process to synthesize substituted phenols such as those of the general formula RR'R''Ar(OH) wherein R, R', and R'' are each independently hydrogen or any group which does not interfere in the process for synthesizing the substituted phenol including, but not limited to, halo, alkyl, alkoxy, carboxylic ester, amine, amide; and Ar is any variety of aryl or hetroaryl by means of oxidation of substituted arylboronic esters is described. In particular, a metal-catalyzed C-H activation/borylation reaction is described, which when followed by direct oxidation in a single or separate reaction vessel affords phenols without the need for any intermediate manipulations. More particularly, a process wherein Ir-catalyzed borylation of arenes using pinacolborane (HBPin) followed by oxidation of the intermediate arylboronic ester by OXONE is described.
专利号:US-RE42890-E 优先权日:2003-05-23 标题 :Furazanobenzimidazoles 发明人:EBERLE MARTIN; BACHMANN FELIX; STREBEL ALESSANDRO; ROY SUBHO; SRIVASTAVA SUDHIR; SAHA GOUTAM 权利人:BASILEA PHARMACEUTICA AG 摘要:The invention relates to compounds of formula (I) wherein R represents aryl or heteroaryl, X is oxygen, a carbonyl group, an oxime derivative of a carbonyl group or an α,β-unsaturated carbonyl group, and the substituents R 1 to R 6 have the meanings given in the specification, for use as medicaments, to novel compounds of formula (I), to methods of synthesis of such compounds, to pharmaceutical compositions containing compounds of formula (I), to the use of a compounds of formula (I) for the preparation of a pharmaceutical composition for the treatment of neoplastic and autoimmune diseases, and to methods of treatment of neoplastic and autoimmune diseases using such compounds of formula (I) or of pharmaceutical compositions containing same
专利号:CA-2693142-A1 优先权日:2007-06-26 标题:A regioselective metal catalyzed synthesis of annelated benzimidazoles and azabenzimidazoles
专利号:CN-105126909-A 优先权日:2015-07-13 标 题 :Application of Immobilized Palladium Catalyst in the Synthesis of Methyl 4-Phenylethynyl-3-nitrobenzoate
专利号:AU-2008267443-A1 优先权日:2007-06-26 标 题 :A regioselective metal catalyzed synthesis of annelated benzimidazoles and azabenzimidazoles
[参考文献]: M Govindarajan, Et Al. Ft-Ir, Ft-Raman, Ab Initio, Hf And Dft Studies, Nbo, Homo-Lumo And Electronic Structure Calculations On 4-Chloro-3-Nitrotoluene. Spectrochim Acta A Mol Biomol Spectrosc. 2012 Apr:89:137-48.
合成参考文献
参考文献:10.1055/s-0029-1217980 摘要:Nasrollahzadeh M, Kamali T, Habibi D. Synthesis of 6-Substituted Imidazo[2,1-b][1,3]thiazoles and 2-Substituted Imidazo[2,1-b][1,3]benzothiazoles via Pd/Cu-Mediated Sonogashira Coupling. Synlett. 2009 Sep 14;2009(16):2601–4. doi: 10.1055/s-0029-1217980.