Palladium‐Catalyzed Direct Synthesis of Phenanthridones from Benzamides through Tandem N–H/C–H Arylation. Issue 35 (18th September 2017)

• Record Type: Journal Article
• Authors: Banerji, Biswadip; Chatterjee, Satadru; Chandrasekhar, K.; Nayan, Chinmay; Killi, Sunil Kumar
• Is Part Of: European journal of organic chemistry. Issue 35(2017)
• Page Start: 5214
• Page End: 5218
• Publication Date: 2017-09-18
• Subjects: Synthesis design -- Heterocycles -- Homogeneous catalysis -- Tandem processes; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201701039
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : We report a palladium‐catalyzed method for the direct synthesis of phenanthridones from benzamides in a single step. Unlike previous reports, the current protocol does not need any directing groups or any harsh conditions. This methodology has a wide functional group tolerance therefore a series of phenanthridones were synthesized with a yield up to 87 %. The efficacy of this protocol was further explored by synthesizing some important naturally occurring amaryllidaceae alkaloids in a single step with very good yields. Abstract : A palladium‐catalyzed direct synthesis of phenanthridones from benzamides in a single step with yields up to 87 % is reported. The method does not require directing groups or harsh conditions and has a wide functional group tolerance.