[4+2] Cycloaddition of  ortho ‐Quinone Methides Promoted by Ionic Liquids: an Efficient and Mild Protocol for the Synthesis of Tetrahydropyranobenzopyrans | Zendy

Yadav J. S. | Zendy; Subba Reddy B. V. | Zendy; Sadashiv K. | Zendy; Padmavani B. | Zendy

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[4+2] Cycloaddition of ortho ‐Quinone Methides Promoted by Ionic Liquids: an Efficient and Mild Protocol for the Synthesis of Tetrahydropyranobenzopyrans

Author(s) -

Yadav J. S.,

Subba Reddy B. V.,

Sadashiv K.,

Padmavani B.

Publication year - 2004

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.200303198

Subject(s) - chemistry , cycloaddition , quinone , ionic liquid , ionic bonding , combinatorial chemistry , protocol (science) , organic chemistry , medicinal chemistry , catalysis , ion , medicine , alternative medicine , pathology

The stereoselective synthesis of trans‐ annelated pyrano[3,2‐ c ]benzopyrans has been achieved by intramolecular [4+2] cycloaddition of o ‐benzoquinone methides that are generated in situ from o ‐hydroxybenzaldehydes and unsaturated alcohols using an air‐ and moisture‐stable ionic liquid, i.e., 1‐butyl‐3‐methylimidazolium tetrafluoroborate [bmim]BF 4 under mild and neutral conditions.

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