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Synthesis of Phenanthridines through Palladium‐Catalyzed Cascade Reaction of 2‐Halo‐ N ‐Ms‐arylamines with Benzyl Halides/Sulfonates
Author(s) -
Yang SiYi,
Han WenYong,
Zhang DingLei,
Zhou XiaoJian,
Bai Mei,
Cui BaoDong,
Wan NanWei,
Yuan WeiCheng,
Chen YongZheng
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201601608
Subject(s) - chemistry , aromatization , palladium , catalysis , halide , combinatorial chemistry , organic chemistry , cascade reaction , nucleophile , nucleophilic substitution
An efficient palladium‐catalyzed nucleophilic substitution/C–H activation/aromatization cascade reaction between readily available 2‐halo‐ N ‐Ms‐arylamines (Ms = methanesulfonyl) and benzyl halides/sulfonates has been described. A wide variety of phenanthridines were synthesized in a one‐pot fashion in moderate to high yields (37–86 %). Notably, this method provides a straightforward, facile approach for the synthesis of phenanthridines. The practicality was further substantiated by successfully carrying out a gram‐scale preparation.