Copper-Catalyzed Reactions of Alkenyl Boronic Esters via Chan-Evans-Lam Coupling/Annulation Cascades: Substrate Selective Synthesis of Dihydroquinazolin-4-ones and Polysubstituted Quinolines.
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DOI: 10.1021/acs.orglett.2c02522
Abstract: Copper-catalyzed cascade cyclization reactions between alkenyl boronic esters and N-H-based nucleophiles have been established, providing new approaches for one-pot assembly of azacycles. Following the Chan-Evans-Lam C-N couplings, the cyclization processes occur via divergent pathways based… read more here.
Keywords: reactions alkenyl; boronic esters; evans lam; alkenyl boronic ... See more keywords
Synthesis of 2-Aminodihydrobenzofurans through Copper-Catalyzed N-Alkenylation/[3,3]-Rearrangement of Aryloxyamines with Alkenyl Boronic Acids.
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DOI: 10.1021/acs.orglett.5c02982
Abstract: A variety of 2-amino-2,3-disubstituted dihydrobenzofurans were prepared in good yields and high diastereoselectivity through copper-catalyzed N-alkenylation and sequential [3,3]-rearrangement of aryloxyamines with alkenyl boronic acids under mild reaction conditions. Control experiments revealed that the monophosphine… read more here.
Keywords: rearrangement; alkenyl boronic; rearrangement aryloxyamines; aryloxyamines alkenyl ... See more keywords
Synthesis of Trisubstituted Alkenyl Boronic Esters from Alkenes Using the Boryl-Heck Reaction.
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DOI: 10.1021/acs.orglett.8b02949
Abstract: The direct borylation of disubstituted alkenes is reported. These conditions allow for the conversion of a variety 1,1- and 1,2-disubstituted alkenes to trisubstituted alkenyl boronic esters with outstanding yields and excellent E/ Z selectivities. The… read more here.
Keywords: synthesis trisubstituted; boryl heck; reaction; boronic esters ... See more keywords