Modular One‐Step Three‐Component Synthesis of Tetrahydroisoquinolines Using a Catellani Strategy

• Published in: Angewandte Chemie International Edition Vol. 57; no. 34; pp. 10980 - 10984
• Main Authors: Qian, Guangyin, Bai, Miao, Gao, Shijun, Chen, Han, Zhou, Siwei, Cheng, Hong‐Gang, Yan, Wei, Zhou, Qianghui
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 20.08.2018; Wiley Subscription Services, Inc
• Edition: International ed. in English
• Subjects: Alkylation; Aromatic compounds; Atom economy; aziridines; Catalysis; Catellani reaction; Chemistry; Chemistry, Multidisciplinary; cooperative catalysis; heterocycles; Palladium; Physical Sciences; Reagents; Regioselectivity; Science & Technology; Stereoselectivity; Substitutes; Substrates; Synthesis; aziridines; ASYMMETRIC-SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; Catellani reaction; cooperative catalysis; ARYLATION; SEQUENTIAL ARYL-ARYL; N-H; STEREOSPECIFIC SYNTHESIS; FUNCTIONALIZATION; heterocycles; PALLADIUM-CATALYZED SYNTHESIS; CHEMISTRY; palladium; AZA-MICHAEL

Reported is a modular one‐step three‐component synthesis of tetrahydroisoquinolines using a Catellani strategy. This process exploits aziridines as the alkylating reagents, through palladium/norbornene cooperative catalysis, to enable a Catellani/Heck/aza‐Michael addition cascade. This mild, chemose...