Tf2NH catalyzed 1, 6‐conjugate addition of 2‐hydroxy‐p‐quinone methides with β‐Functionalized Ketones: Access to 2, 3, 4, 9‐Tetrahydro‐1H‐xanthenones and 4H‐Chromene Derivatives. Issue 20 (10th May 2019)

• Record Type: Journal Article
• Authors: Satbhaiya, Shruti; Khonde, Nilesh S.; Rathod, Jayant; Gonnade, Rajesh; Kumar, Pradeep
• Is Part Of: European journal of organic chemistry. Issue 20(2019)
• Page Start: 3127
• Page End: 3133
• Publication Date: 2019-05-10
• Subjects: Xanthenones -- 1, 6‐Conjugated addition -- Chromenes -- β‐Functionalized ketone -- Brönsted acid; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201900370
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : A Brönsted acid catalyzed tandem 1, 6‐conjugate sequential cycloaddition reaction using 2‐hydroxy‐ p ‐quinone methides and β ‐functionalized ketones is reported. The method allows xanthenones and chromenes to be accessed in moderate to excellent yield with broad substrate scope, which could be further functionalized to give a versatile set of products. Abstract : Tf2 NH catalyzed tandem 1, 6‐conjugate addition using 2‐hydroxy‐ p ‐quinone methides and β ‐functionalized ketones led to xanthenones and chromenes derivatives in up to 89 % yield. The method is quick, mild, and high yielding with a broad substrate scope