{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Allen EE"],"funding":["National Institute of General Medical Sciences","NIGMS NIH HHS"],"pagination":["1878-1881"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC5716626"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["19(7)"],"pubmed_abstract":["Iron(III) salts promote the condensation of aldehydes or acetals with electron-rich phenols to generate ortho-quinone methides that undergo Diels-Alder condensations with alkenes. The reaction sequence occurs in a single vessel to afford benzopyrans in up to 95% yield. The reaction was discovered while investigating a two-component strategy using 2-(hydroxy(phenyl)methyl)phenols to access the desired ortho-quinone methide in a Diels-Alder condensation. The two-component condensation also afforded the corresponding benzopyran products in yields up to 97%. Taken together, the two- and three-component strategies using ortho-quinone methide intermediates provide efficient access to benzopyrans in good yields and selectivities."],"journal":["Organic letters"],"pubmed_title":["Multicomponent Condensation Reactions via ortho-Quinone Methides."],"pmcid":["PMC5716626"],"funding_grant_id":["R01 GM078240","P50 GM067041"],"pubmed_authors":["Schaus SE","Panek JS","Allen EE","Zhu C"],"additional_accession":[]},"is_claimable":false,"name":"Multicomponent Condensation Reactions via ortho-Quinone Methides.","description":"Iron(III) salts promote the condensation of aldehydes or acetals with electron-rich phenols to generate ortho-quinone methides that undergo Diels-Alder condensations with alkenes. The reaction sequence occurs in a single vessel to afford benzopyrans in up to 95% yield. The reaction was discovered while investigating a two-component strategy using 2-(hydroxy(phenyl)methyl)phenols to access the desired ortho-quinone methide in a Diels-Alder condensation. The two-component condensation also afforded the corresponding benzopyran products in yields up to 97%. Taken together, the two- and three-component strategies using ortho-quinone methide intermediates provide efficient access to benzopyrans in good yields and selectivities.","dates":{"release":"2017-01-01T00:00:00Z","publication":"2017 Apr","modification":"2025-04-18T18:06:00.064Z","creation":"2019-03-26T23:25:51Z"},"accession":"S-EPMC5716626","cross_references":{"pubmed":["28357870"],"doi":["10.1021/acs.orglett.7b00647"]}}