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Issue 11, 2016
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Silver(I)-catalysed domino alkyne-annulation/Diels–Alder reaction: a mild synthetic approach to tetrahydrospiro[carbazole-4,3′-indoline] scaffolds

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Abstract

A mild and efficient AgOTf catalyzed alkyne-annulation/Diels–Alder cascade for the construction of tetrahydrospiro[carbazole-4,3′-indoline] derivatives has been established from N-tosyl-2-(but-3-en-1-yn-1-yl) aniline in the presence of methyleneindolinones. This strategy provides access to the one-pot synthesis of a new class of various novel and structurally complex spirooxindole molecules with high diastereoselectivity.

Graphical abstract: Silver(i)-catalysed domino alkyne-annulation/Diels–Alder reaction: a mild synthetic approach to tetrahydrospiro[carbazole-4,3′-indoline] scaffolds

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Publication details

The article was received on 03 Aug 2016, accepted on 02 Sep 2016 and first published on 05 Sep 2016


Article type: Research Article
DOI: 10.1039/C6QO00430J
Citation: Org. Chem. Front., 2016,3, 1503-1508
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    Silver(I)-catalysed domino alkyne-annulation/Diels–Alder reaction: a mild synthetic approach to tetrahydrospiro[carbazole-4,3′-indoline] scaffolds

    P. Sharma, N. P. Kumar, N. H. Krishna, D. Prasanna, B. Sridhar and N. Shankaraiah, Org. Chem. Front., 2016, 3, 1503
    DOI: 10.1039/C6QO00430J

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