A Novel Construction of 2‐Benzazepine Scaffold Based on TiCl 4 ‐Mediated Tandem  Mannich  Reaction–Aromatic Electrophilic Substitution | Zendy

Li Liangxi | Zendy; Li Zhiming | Zendy; Wang Quanrui | Zendy

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A Novel Construction of 2‐Benzazepine Scaffold Based on TiCl 4 ‐Mediated Tandem Mannich Reaction–Aromatic Electrophilic Substitution

Author(s) -

Li Liangxi,

Li Zhiming,

Wang Quanrui

Publication year - 2009

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.200900107

Subject(s) - benzazepine , chemistry , iminium , tandem , tricyclic , alkylation , medicinal chemistry , friedel–crafts reaction , benzazepines , electrophilic aromatic substitution , mannich reaction , combinatorial chemistry , organic chemistry , stereochemistry , ion , catalysis , materials science , composite material

A novel construction of 2‐benzazepine derivatives based on TiCl 4 ‐mediated tandem Mannich reaction of electron‐rich benzyl iminium ions with alkenyl ethers and Friedel – Crafts ‐type alkylation is described. The protocol is amenable to provide the tricyclic furo[3,2‐ d ][2]benzazepine and pyrano[3,2‐ d ][2]benzazepine derivatives, respectively, with 2,3‐dihydrofuran or 3,4‐dihydro‐2 H ‐pyran as the substrates.

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