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Direct oxidative C(sp3)H cyanation of secondary benzylic ethers
Ist Teil von
Chinese chemical letters, 2019-06, Vol.30 (6), p.1241-1243
Ort / Verlag
Elsevier B.V
Erscheinungsjahr
2019
Link zum Volltext
Quelle
Elsevier ScienceDirect Journals Complete
Beschreibungen/Notizen
A practical and efficient oxidative CH cyanation of secondary benzylic ethers with TMSCN in the presence of DDQ is described for the first time. The metal-free process is well tolerated with a wide variety of electronically varied α-monosubstituted isochromans for the synthesis of isochromans bearing α-aryl α-cyano substituent patterns.
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Current studies on the oxidative CH functionalization of benzylic ethers for CC forging process dominantly focus on primary ethers. The corresponding reaction of secondary ethers remains underdeveloped. Herein, a practical and efficient oxidative CH cyanation of secondary benzylic ethers with TMSCN in the presence of DDQ is described. The metal-free process is well tolerated with a wide variety of electronically varied α-monosubstituted isochromans, facilely furnishing a library of isochromans bearing α-aryl α-cyano substituent patterns for further diversification and bioactive small molecule identification.