18184-79-7Relevant articles and documents
Efficient conversion of acids and esters to amides and transamidation of primary amides using OSU-6
Nammalwar, Baskar,Muddala, Nagendra Prasad,Watts, Field M.,Bunce, Richard A.
, p. 9101 - 9111 (2015/11/09)
OSU-6, an MCM-41 type hexagonal mesoporous silica with strong Bronsted acid properties, has been used to promote the high-yield conversion of carboxylic acids and esters to carboxamides as well as transamidations of primary amides in a one-pot solventless approach. A metal-free heterogeneous catalyst that promotes all of these processes has not been previously reported. OSU-6 enables these transformations to proceed in shorter times and at lower temperatures for a broad range of substrates. An added benefit is that the catalyst can be recycled and reused multiple times without significant loss of activity.
Regioselective Formation of Hydroxy Lactams from Pyridine-2,3-dicarboximides and their Cyclodehydration to Pyridopyrrolo-fused Heterocyclic Systems
Hitchings, Gregory J.,Vernon, John M.
, p. 1757 - 1763 (2007/10/02)
Grignard reactions of pyridine-2,3-dicarboximides involve attack at the carbonyl group closer to the pyridine nitrogen atom to give 7-hydroxypyrrolopyridin-5(7H)-one derivatives.Reduction of the same imides with sodium borohydride gives mixtures of regiosomeric hydroxy lactams, in which the 7-hydroxypyrrolopyridin-5-ones are the major components.Hydroxy lactams derived by either of these two methods from pyridine-2,3-dicarboximides containing N-benzyl, N-2-phenylethyl, N-2-(indol-3-yl)ethyl, or N-biphenyl-2-yl substituents are cyclised by heating in trifluoroacetic or polyphosphoric acid to give derivatives of new pyridopyrrolo-fused heterocyclic systems.