1,6-Conjugate addition initiated formal [4+2] annulation of p-quinone methides with sulfonyl allenols: a unique access to spiro[5.5]undeca-1,4-dien-3-one scaffolds

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 by employing p-quinone methides and sulfonyl allenols is presented. Furthermore, this synthetic protocol tolerates a wide variety of p-quinone methide...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2020-05, Vol.56 (37), p.5022-5025
Hauptverfasser: Ghotekar, Ganesh S, Shirsath, Sachin R, Shaikh, Aslam C, Muthukrishnan, M
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Sprache:eng
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Zusammenfassung: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 by employing p-quinone methides and sulfonyl allenols is presented. Furthermore, 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 yield under mild reaction conditions.
ISSN:1359-7345
1364-548X
DOI:10.1039/d0cc01005g