Premium
Palladium Catalyzed C−O Coupling of Amino Alcohols for the Synthesis of Aryl Ethers
Author(s) -
Mikus Malte S.,
Sanchez Carina,
Fridrich Cary,
Larrow Jay F.
Publication year - 2020
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.201901302
Subject(s) - chemistry , aryl , pharmacophore , palladium , catalysis , combinatorial chemistry , drug discovery , amine gas treating , scope (computer science) , organic chemistry , biochemical engineering , stereochemistry , computer science , programming language , alkyl , engineering , biochemistry
Amine containing aryl ethers are common pharmacophore motifs that continue to emerge from drug discovery efforts. As amino alcohols are readily available building blocks, practical methodologies for incorporating them into more complex structures are highly desirable. We report our efforts to explore the application of Pd‐catalyzed C−O coupling methods to the arylation of 1,2‐ and 1,3‐amino alcohols. We established general and reliable conditions, under which we explored the scope and limitations of the transformation. The insights gained have been valuable in employing this methodology within a fast‐moving drug discovery environment, which we anticipate will be of general interest to the synthesis and catalysis communities.