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Aluminium‐Catalysed Oxazolidinone Synthesis and their Conversion into Functional Non‐Symmetrical Ureas
Author(s) -
Laserna Victor,
Guo Wusheng,
Kleij Arjan W.
Publication year - 2015
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.201500635
Subject(s) - chemistry , synthon , regioselectivity , nucleophile , yield (engineering) , carbamate , ring (chemistry) , combinatorial chemistry , functional group , urea , bicyclic molecule , organic chemistry , catalysis , materials science , polymer , metallurgy
An efficient and practical aluminium‐catalysed approach towards a range of functional oxazolidinones is reported. The method is based on cheap and readily available starting materials including terminal and internal (bicyclic) epoxides and phenyl carbamate. The oxazolidinones serve as highly useful synthons for the high yield preparation of non‐symmetrical ureas by nucleophilic ring‐opening affording the targeted urea compounds with excellent functional group diversity, high regioselectivity and isolated yields up to >99%.