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1,6-Conjugate Addition Initiated Formal [4+2] Annulation of p-Quinone Methides with Sulfonyl allenols: An Unique Access to Spiro[5.5]undeca-1,4-dien-3-one Scaffolds

Abstract

An expedient one pot synthesis of carbocyclic spiro[5.5]undeca-1,4-dien-3-ones via 1,6-conjugate addition initiated formal [4+2] annulation sequences employing p-quinone methides and sulfonyl allenols, is presented. Further, this synthetic protocol tolerates a wide variety of p-quinone methides and sulfonyl allenols and affords the corresponding structurally unique spiro[5.5]undeca-1,4-dien-3-ones in good to excellent yields under mild reaction condition.

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Article information


Submitted
11 Feb 2020
Accepted
18 Mar 2020
First published
24 Mar 2020

Chem. Commun., 2020, Accepted Manuscript
Article type
Communication

1,6-Conjugate Addition Initiated Formal [4+2] Annulation of p-Quinone Methides with Sulfonyl allenols: An Unique Access to Spiro[5.5]undeca-1,4-dien-3-one Scaffolds

G. S. Ghotekar, S. Shirsath, A. C. Shaikh and M. Murugan, Chem. Commun., 2020, Accepted Manuscript , DOI: 10.1039/D0CC01005G

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