Pd(II)-Catalyzed Direct Dehydrogenative Mono- and Diolefination of Selenophenes.
Org Lett
; 22(6): 2318-2322, 2020 Mar 20.
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| MEDLINE
| ID: mdl-32118452
ABSTRACT
Pd(II)-catalyzed dehydrogenative Heck olefination of selenophenes with a broad olefinic substrate scope and high functional group tolerance is demonstrated. Carbonyl-substituted and phenyl-substituted olefins with electron-donating (D) and electron-accepting (A) groups can be regioselectively installed at C2 of the selenophene. The 2-olefinated selenophenes can subsequently undergo a second oxidative olefination to rapidly produce a new class of symmetrical D-π-D or unsymmetrical D-π-A 2,5-diolefinated selenophene materials.
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2020
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Article