Premium
Synthesis of 1‐Vinyl/Arylbenzotriazole 3‐Oxides through a Copper‐Mediated C–N Bond Coupling Reaction
Author(s) -
Shi WeiMin,
Liu FengPing,
Wang ZhiXin,
Bi HongYan,
Liang Cui,
Xu LiPing,
Su GuiFa,
Mo DongLiang
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201700462
Subject(s) - chemistry , benzotriazole , functional group , copper , substrate (aquarium) , density functional theory , coupling reaction , molecule , oxide , coupling (piping) , combinatorial chemistry , polymer chemistry , organic chemistry , computational chemistry , catalysis , mechanical engineering , oceanography , engineering , geology , polymer
An efficient synthesis of 1‐vinyl/arylbenzotriazole 3‐oxides via the copper‐promoted coupling of N ‐hydroxybenzotriazoles with alkenyl‐ or arylboronic acids is reported. This strategy features mild reaction conditions, good functional group tolerance, broad substrate scope and rapid introduction of benzotriazole N ‐oxide moieties into molecules. Density functional theory calculations revealed that the formation of the favored N ‐coupling product depends on the kinetically more favorable C–N bond formation pathway.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom