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CDC Reactions of N‐ Aryl Tetrahydroisoquinolines Using Catalytic Amounts of DDQ: CH Activation under Aerobic Conditions
Author(s) -
Alagiri Kaliyamoorthy,
Devadig Pradeep,
Prabhu Kandikere R.
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201200100
Subject(s) - catalysis , scope (computer science) , chemistry , substrate (aquarium) , aryl , molecular oxygen , combinatorial chemistry , oxidative phosphorylation , oxygen atom , medicinal chemistry , database , molecule , organic chemistry , computer science , biochemistry , oceanography , alkyl , programming language , geology
An oxidative cross‐dehydrogenative coupling (CDC) reaction for the formation of CC and CP bonds is disclosed using a catalytic amount of DDQ (10 mol %) under aerobic conditions (see scheme). This unprecedented environmentally benign strategy of using AIBN (10 mol %) and molecular oxygen to regenerate DDQ exhibits a larger substrate scope. For the first time, an efficient utility of 4‐hydroxycoumarins as pronucleophiles for CDC is presented.