Premium
Regioselective Arylative Ring‐Closing Reaction of 2‐Alkynylphenyl Derivatives: Formation of Arylated Benzoxazin‐2‐ones, Benzoxazin‐2‐amines and 2,3‐Disubstituted Indoles
Author(s) -
Minami Hideki,
Kanayama Takuya,
Tanaka Reishi,
Okamoto Noriko,
Sueda Takuya,
Yanada Reiko
Publication year - 2016
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.201601162
Subject(s) - chemistry , regioselectivity , ring (chemistry) , closing (real estate) , palladium , ring closing metathesis , medicinal chemistry , organic chemistry , stereochemistry , catalysis , polymer , metathesis , political science , law , polymerization
Copper‐catalysed arylative ring‐closing reactions of 2‐alkynylphenylcarbamates and 2‐alkynylphenylureas with diaryliodonium salts gave C , N ‐double‐arylated benzoxazin‐2‐ones and C ‐arylated benzoxazin‐2‐amines, respectively, both bearing fully substituted exocyclic olefins. On the other hand, the palladium‐catalysed arylative ring‐closing reaction of 2‐alkynylphenylcarbamates gave C ‐arylated 2,3‐disubstituted indoles.