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Rh(III)‐Catalyzed N‐Nitroso Directed C‐H Arylation for Facile Construction of Diverse N‐Hetero Biaryl Compounds
Author(s) -
Wang PeiLong,
Wang Yan,
Li Yan,
Wang XiSheng
Publication year - 2020
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.202000949
Subject(s) - chemistry , amine gas treating , nitroso compounds , biphenyl , catalysis , alkyl , reagent , ring (chemistry) , carbazole , nitroso , medicinal chemistry , combinatorial chemistry , organic chemistry
A Rh(III)‐catalyzed C−H arylation reaction of N‐nitrosoanilines has been developed in which arylboronic acids were used as arylation reagents. It provides an efficient strategy for the synthesis of N‐nitroso‐[1,1′‐biphenyl]‐2‐amine, which is an important starting material for the synthesis of N‐hetero biaryl compounds, such as 2‐amine‐1,1′‐biphenyl, carbazole, phenanthridone. This protocol can be applied to various N‐alkyl substituted N‐nitrosoanilines and N‐nitrosoanilines with substituents on the phenyl ring. Arylboronic acids with both electron‐donating and electron‐withdrawing groups are tolerated.