Indium Trichloride Catalyzed Diels–Alder Reaction: Synthesis of Novel 5‐Butyl‐11a‐aryl‐4a, 5, 11, 11a‐tetrahydro‐11bH‐indolo[3, 2‐c]quinoline‐1, 4‐dione. (12th September 2013)

• Record Type: Journal Article
• Authors: Gupta, Ragini; Jain, Anshu; Madan, Yogita
• Is Part Of: Journal of heterocyclic chemistry. Volume 50:Number 6(2013:Nov.)
• Page Start: 1342
• Page End: 1345
• Publication Date: 2013-09-12
• Subjects: Heterocyclic compounds -- Periodicals; 547.59
• DOI: 10.1002/jhet.947
• Languages: English
• ISSNs: 0022-152X

Abstract

<abstract abstract-type="main" id="jhet947-abs-0001"> <title> <x xml:space="preserve">Abstract</x> </title> <p id="jhet947-para-0001"> <named-content id="d508e636" content-type="reactionType" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">Hetero Diels–Alder reaction</named-content> of 3‐butyliminomethyl‐2‐aryl‐1<italic>H</italic>‐indoles (Schiff's base) <bold>1</bold> with <italic>p</italic>‐benzoquinone <bold>2</bold> affords six novel 5‐butyl‐11a‐aryl‐4a, 5, 11, 11a‐tetrahydro‐11b<italic>H</italic>‐indolo[3, 2‐<italic>c</italic>]quinoline‐1, 4‐diones <bold>3</bold> in good yields. All the reactions proceeded with complete diastereoselectivity giving only one product in each case, which was characterized on the basis of its elemental analyses and spectral data (IR, ¹H NMR, and Mass).</p> </abstract>