A triple cascade approach towards the diastereoselective synthesis of spiro <i>trans</i>-decalinol scaffolds

Settipalli, Poorna Chandrasekhar; Anwar, Shaik

doi:10.1039/d2cc03562f

Chem. Commun.

2022

DOI: 10.1039/d2cc03562f

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A triple cascade approach towards the diastereoselective synthesis of spiro trans-decalinol scaffolds

Poorna Chandrasekhar Settipalli

Shaik Anwar

Abstract: A [2+2+2] annulation reaction between cyclohexanone, β-nitrostyrene and 2-arylidene-1,3-indanedione afforded the multisubstituted spiro trans-decalinol derivatives in high chemical yields in (upto 75%) and excellent diastereoselectivity (upto >20:1) at room temperature....

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Cited by 2 publications

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Synthesis of 4-Hydroxyindolin-2-ones via Phosphoric Acid-Mediated Annulation of β-Nitrostyrenes with 1,3-Cyclohexanedione

Li,

Cheng,

et al. 2024

J. Org. Chem.

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The efficient synthesis of 4-hydroxy-3-arylindolin-2-ones via phosphoric acid-mediated annulation of various βnitrostyrenes and 1,3-cyclohexanedione is described. This annulation reaction gives a practical method for affording a diverse set of oxindoles, having simple experimentation, readily available starting materials, and very good yields. Additionally, substituted 1,3cyclohexanediones under the same conditions afforded tetrahydrobenzofuran oxime compounds.

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Synthesis of 4-Hydroxyindolin-2-ones via Phosphoric Acid-Mediated Annulation of β-Nitrostyrenes with 1,3-Cyclohexanedione

Li,

Cheng,

et al. 2024

J. Org. Chem.

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Multicomponent reaction (MCR) for constructing bis-spirocyclohexane skeletons using β-nitrostyrene derived MBH acetates, 1,3-indanedione and aldehydes via [1 + 1 + 1 + 3] annulation

Gudise,

Anwar

2023

RSC Adv.

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A triple cascade approach towards the diastereoselective synthesis of spiro trans-decalinol scaffolds

Abstract: A [2+2+2] annulation reaction between cyclohexanone, β-nitrostyrene and 2-arylidene-1,3-indanedione afforded the multisubstituted spiro trans-decalinol derivatives in high chemical yields in (upto 75%) and excellent diastereoselectivity (upto >20:1) at room temperature....

Cited by 2 publications

References 67 publications

Synthesis of 4-Hydroxyindolin-2-ones via Phosphoric Acid-Mediated Annulation of β-Nitrostyrenes with 1,3-Cyclohexanedione

Synthesis of 4-Hydroxyindolin-2-ones via Phosphoric Acid-Mediated Annulation of β-Nitrostyrenes with 1,3-Cyclohexanedione

Multicomponent reaction (MCR) for constructing bis-spirocyclohexane skeletons using β-nitrostyrene derived MBH acetates, 1,3-indanedione and aldehydes via [1 + 1 + 1 + 3] annulation

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