2016
Raúl Balderrama-Martínez-Sotomayor, Mariana Flores-Jarillo, Alejandro Alvarez-Hernandez. Preparation of symmetrical C2-C2-linked bis- and tris-6-bromoindoles by Sonogashira couplings and 5-endo-dig cyclization induced by nBu4NF. ARKIVOC, 2016 ,(iii), 36-47http://quod.lib.umich.edu/a/ark/5550190.p009.319/1
Abstract
Preparation of symmetrical C2-C2 linked bis-6-bromoindoles and one tris-6-bromoindole containing ether spacers is described. Double regioselective Sonogashira coupling at the C-I bond of benzyl (5-bromo-2-iodophenyl)carbamate with dialkynes allowed preparation of the corresponding bis-benzyl(2-alkynyl-5-bromo)carbamates. Tetrabutylammonium fluoride (TBAF) promoted 5-endo-dig cyclization was successful with substrates derived from alkyldialkynes but failed with substrates derived from aryldialkynes as base catalysis was not sufficient to promote nucleophilic attack on these electron rich alkynes.
Diastereoselective alkylation of chiral glycinate derivatives containing the ?-phenylethyl group.
A practical access to acyl radicals from acyl hydrazides
X-ray crystallographic study of neutral boron chelates with ?-diketones and tropolone
Preparation of N-aryl-substituted spiro-?-lactams via Staudinger cycloaddition