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Tf 2 NH catalyzed 1,6‐conjugate addition of 2‐hydroxy‐ p ‐quinone methides with β ‐Functionalized Ketones: Access to 2,3,4,9‐Tetrahydro‐1 H ‐xanthenones and 4 H ‐Chromene Derivatives
Author(s) -
Satbhaiya Shruti,
Khonde Nilesh S.,
Rathod Jayant,
Gonnade Rajesh,
Kumar Pradeep
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201900370
Subject(s) - chemistry , conjugate , catalysis , cycloaddition , yield (engineering) , substrate (aquarium) , quinone , brønsted–lowry acid–base theory , tandem , combinatorial chemistry , organic chemistry , medicinal chemistry , mathematical analysis , materials science , oceanography , mathematics , metallurgy , composite material , geology
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.