Premium
Zinc‐Catalyzed Alkyne Oxidation/CH Functionalization: Highly Site‐Selective Synthesis of Versatile Isoquinolones and β‐Carbolines
Author(s) -
Li Long,
Zhou Bo,
Wang YongHeng,
Shu Chao,
Pan YiFei,
Lu Xin,
Ye LongWu
Publication year - 2015
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201502553
Subject(s) - alkyne , surface modification , catalysis , chemistry , zinc , combinatorial chemistry , intermolecular force , photochemistry , organic chemistry , molecule
An efficient zinc(II)‐catalyzed alkyne oxidation/CH functionalization sequence was developed, thus leading to highly site‐selective synthesis of a variety of isoquinolones and β‐carbolines. Importantly, in contrast to the well‐established gold‐catalyzed intermolecular alkyne oxidation, over‐oxidation can be completely suppressed in this system and the reaction most likely proceeds by a Friedel–Crafts‐type pathway. Mechanistic studies and theoretical calculations are described.