Synthesis of β‐Arylacyl/β‐Heteroarylacyl‐β‐alkylidene Malonates and Their Application in Substituted Pyridone Synthesis. (28th January 2013)

• Record Type: Journal Article
• Authors: Wagh, Manoj Balu; Shankar, R.; Mini, K.; Krishnamohan, T.; Madhubabu, M. V.; Pal, Abir K.; Jayaprakash, Sarva; Krishna, T.; Dahanukar, Vilas; Kumar, U. K. Syam; Gill, C. H.
• Is Part Of: Journal of heterocyclic chemistry. Volume 50:Number 1(2013:Jan.)
• Page Start: 49
• Page End: 55
• Publication Date: 2013-01-28
• Subjects: Heterocyclic compounds -- Periodicals; 547.59
• DOI: 10.1002/jhet.991
• Languages: English
• ISSNs: 0022-152X

Abstract

<abstract abstract-type="main" xml:lang="en" id="jhet991-abs-0001"> <title> <x xml:space="preserve">Abstract</x> </title> <p id="jhet991-para-0002">A novel approach has been developed for the synthesis of β‐arylacyl/β‐heteroarylacyl‐β‐alkylidine malonates in moderate to good yields by the reaction of Stork aryl and heteroaryl enamine with β‐chloroalkylidene malonates. The reaction involves conjugate (Michael) addition of Stork enamine on β‐chloroalkylidene malonates and elimination of chloride ion. These Michael adducts were utilized as intermediates for the synthesis of highly substituted 1, 4‐dialkyl‐2‐oxo‐6‐aryl/hetreoaryl‐1, 2‐dihydro‐pyridine‐3‐carboxylic acid ethyl esters <italic>via</italic> 5 + 1 ring <named-content id="d124e1230" content-type="reactionType" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">annulation</named-content> protocol.</p> </abstract>