CAS: 60373-71-9; 1-(1-Benzyl-1,2,3,6-Tetrahydropyridin-4-yl)-1H-Benzo[d]Imidazol-2(3H)-One

相似化合物

2147-83-3 834881-66-2 1026015-45-1

上下游产品

bis(trichloromethyl) carbonate

📜1'-Benzyl-1,3-Dihydrospiro[2H-Benzimidazole-2,4'-Piperidine],三光气置于potassium Carbonate体系中,用 四氢呋喃 作为反应溶剂,以65%的收率获得产物1-[4-(1-苄基-1,2,3,6-四氢吡啶基)]-1,3-苯并咪唑-2-酮
参考文献:Rearrangement Of Spiro-Benzimidazolines: Preparation Of N-Alkenyl-And N-Alkyl-Benzimidazol-2-Ones
标题:Rearrangement Of Spiro-Benzimidazolines: Preparation Of N-Alkenyl-And N-Alkyl-Benzimidazol-2-Ones
摘要:A Synthetically Useful Protocol Has Been Developed For The Preparation Of Highly Functionalized N-Alkenyl-Benzimidazol-2-Ones. Reaction Of Commercially Available O-Phenylenediamines With Variously Substituted Cyclic Ketones Provides Spiro-Benzimidazolines. Treatment Of These Spiro-Benzimidazolines With Triphosgene In The Presence Of Potassium Carbonate Results In Rapid Rearrangement And Formation Of N-Alkenyl-Benzimidazol-2-Ones In Modest To Excellent Yield For The Two-Step Sequence. Extension Of This Methodology Toward The Preparation Of A M Opiate Receptor Antagonist And Droperidol,A Potent Antiemetic And Antipsychotic Agent,Currently A Marketed Pharmaceutical Is Also Described. Upon Treatment Of Spiro-Benzimidazolines With Triphosgene In The Presence Of Sodium Triacetoxyborohydride,N-Alkyl-Benzimidazol-2-Ones Were Formed. (C) 2007 Merck & Co.,Inc. Published By Elsevier Ltd. All Rights Reserved.
DOI:10.1016/j.Tet.2007.06.106