TBAI-mediated regioselective 5-exo-dig iodinative oxocyclization of 2-alkynylbenzamides for the synthesis of isobenzofuran-1-imines and isobenzofurans
Sign Up to like & getrecommendations! Published in 2018 at "Tetrahedron"
DOI: 10.1016/j.tet.2018.07.013
Abstract: Abstract Alkyne-based regioselective functionalization is an important transformation method for the synthesis of a wide variety of organic products. In this work, a regioselective TBAI-mediated oxidative 5-exo-dig iodo-oxycyclization of 2-alkynylbenzamide is used for the synthesis… read more here.
Keywords: tbai mediated; isobenzofuran; synthesis; exo dig ... See more keywords
Base-Promoted 5-exo-dig Cyclization of o-Alkynylamides or 2-En-4-ynamides with CO2 toward Fully Substituted Acrylates.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02123
Abstract: A base-promoted sequential cyclization and carboxylation of o-alkynylamides or 2-en-4-ynamides with CO2 has been achieved with high efficiency, stereoselectivity, and regioselectivity. This approach begins with 5-exo-dig cyclization followed by trapping the resulting vinyl anion with… read more here.
Keywords: base promoted; ynamides co2; alkynylamides ynamides; cyclization ... See more keywords
Indium-Catalyzed Intramolecular Hydroamidation of Alkynes: An Exo-Dig Cyclization for the Synthesis of Pyranoquinolines through Post-Transformational Reaction.
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DOI: 10.1021/acs.orglett.7b02603
Abstract: An efficient approach for the synthesis of pyranoquinolines through the indium-catalyzed activation of alkynes is reported. Intramolecular hydroamidation of alkynes can proceed through alkyne activation by indium(III) and then 6-exo-dig cyclization, leading to a fused… read more here.
Keywords: intramolecular hydroamidation; hydroamidation alkynes; synthesis pyranoquinolines; cyclization ... See more keywords
Accessing pyrrolones and pyridinones: controlling 5-exo and 6-endo ring closures in heterocyclic alkynylamides
Sign Up to like & getrecommendations! Published in 2017 at "Canadian Journal of Chemistry"
DOI: 10.1139/cjc-2016-0524
Abstract: Competitive 5-exo and 6-endo anionic intramolecular cyclization reactions in heterocyclic alkynylamides were explored via experimental and computational analysis. The 5-exo-dig cyclization pathway is usually disfavoured in heterocyclic systems, and 6-endo products are often both the… read more here.
Keywords: dig; endo; exo endo; accessing pyrrolones ... See more keywords