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MeOTf‐Catalyzed Intramolecular Acyl‐Cyclization of Aryl Isocyanates: Efficient Access to Phenanthridin‐6(5 H )‐one and 3,4‐Dihydroisoquinolin‐1(2 H )‐one Derivatives
Author(s) -
Zou Song,
Zhang Zeyu,
Chen Chao,
Xi Chanjuan
Publication year - 2021
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.202000556
Subject(s) - chemistry , intramolecular force , aryl , catalysis , reaction conditions , functional group , combinatorial chemistry , medicinal chemistry , organic chemistry , alkyl , polymer
MeOTf‐catalyzed intramolecular acyl‐cyclization of aryl isocyanates has been realized to provide ( NH )‐phenanthridinones and lactams under metal‐free conditions. A variety of functional groups are tolerated in their scaffolds with good to excellent yields. The reaction could be carried to gram scale and a range of natural alkaloids, such as crinasiadine , benzophenidine alkaloid (ZYH005) , N‐methylcrinasiadine , and trisphaeridine could be synthesized directly or in short steps with high yields.