New Heteroannulation Reactions of N-Alkoxybenzamides by Pd(II) Catalyzed C–H Activation
JW Wrigglesworth, B Cox, GC Lloyd-Jones… - Organic …, 2011 - ACS Publications
JW Wrigglesworth, B Cox, GC Lloyd-Jones, KI Booker-Milburn
Organic letters, 2011•ACS PublicationsA new palladium (II) catalyzed methodology for the direct synthesis of alkylidene
isoindolinones from N-alkoxybenzamides is presented. Isoindolinone formation proceeds
through a highly efficient and E-selective C–H activation/Heck/Aza-Wacker sequence.
Substoichiometric amounts of benzoquinone can be employed in a cooperative oxidation
system with O2, leading to facile purification of products. Modification of the reaction
conditions provides a general route to substituted phthalimides by carbonylation with CO …
isoindolinones from N-alkoxybenzamides is presented. Isoindolinone formation proceeds
through a highly efficient and E-selective C–H activation/Heck/Aza-Wacker sequence.
Substoichiometric amounts of benzoquinone can be employed in a cooperative oxidation
system with O2, leading to facile purification of products. Modification of the reaction
conditions provides a general route to substituted phthalimides by carbonylation with CO …
A new palladium(II) catalyzed methodology for the direct synthesis of alkylidene isoindolinones from N-alkoxybenzamides is presented. Isoindolinone formation proceeds through a highly efficient and E-selective C–H activation/Heck/Aza-Wacker sequence. Substoichiometric amounts of benzoquinone can be employed in a cooperative oxidation system with O2, leading to facile purification of products. Modification of the reaction conditions provides a general route to substituted phthalimides by carbonylation with CO. Both systems were found to tolerate a wide range of functionality.
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