A general and efficient synthesis of 2-benzofuran-2-ylacetamides 5 starting from 1-(2-allyloxyaryl)-2- yn-1-ols 1, amines 4, and CO, in the presence of catalytic amounts of PdI2 in conjunction with PPh3 and KI, has been developed based on the “sequential homobimetallic catalysis” concept, that is, a process in which two different complexes of the same metal, but in two different oxidation states, promote two catalytic cycles in sequence. The first cycle corresponds to a Pd(0)-catalyzed aminodeallylation of 1 with formation of the free phenol 2, which then undergoes Pd(II)-catalyzed aminocarbonylative heterocyclization to give the final product 5.
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|Titolo:||Cascade reactions: a new synthesis of 2-benzofuran-2-ylacetamides by sequential Pd(0)-catalyzed deallylation - Pd(II)-catalyzed aminocarbonylative heterocyclization of1-(2-allyloxyaryl)-2-yn-1-ols|
|Data di pubblicazione:||2007|
|Citazione:||Cascade reactions: a new synthesis of 2-benzofuran-2-ylacetamides by sequential Pd(0)-catalyzed deallylation - Pd(II)-catalyzed aminocarbonylative heterocyclization of1-(2-allyloxyaryl)-2-yn-1-ols / GABRIELE B; MANCUSO R; SALERNO G; COSTA M. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 72(2007), pp. 9278-9282.|
|Appare nelle tipologie:||1.1 Articolo in rivista|