0000000001314397
AUTHOR
Alexandra N. Aloia
Synthesis of 3-substituted isoindolin-1-ones via a tandem desilylation, cross-coupling, hydroamidation sequence under aqueous phase-transfer conditions
A simple and expedient method for the synthesis of 3-methylene-isoindolin-1-ones 4 under aqueous phase-transfer conditions has been developed. Starting from 2-iodobenzamides 1 and (silyl) alkynes, the products are obtained in high yields and short reaction times (30 min) with the use of inexpensive CuCl/PPh3 catalyst system in the presence of n-Bu4NBr (TBAB) as a phase-transfer agent. Terminal alkynes are conveniently "unmasked" upon in situ desilylation under the reaction conditions. Alkynes possessing heterocyclic moieties were also found as amenable substrates. Furthermore, a one-pot process starting from 2-iodobenzamides 1, aryl halides (bromides or iodides) and trimethylsilylacetylene …
ChemInform Abstract: Synthesis of 3-Substituted Isoindolin-1-ones via a Tandem Desilylation, Cross-Coupling, Hydroamidation Sequence under Aqueous Phase-Transfer Conditions.
A simple and expedient method for the synthesis of 3-methylene-isoindolin-1-ones 4 under aqueous phase-transfer conditions has been developed. Starting from 2-iodobenzamides 1 and (silyl)alkynes, the products are obtained in high yields and short reaction times (30 min) with the use of inexpensive CuCl/PPh3 catalyst system in the presence of n-Bu4NBr (TBAB) as a phase-transfer agent. Terminal alkynes are conveniently “unmasked” upon in situ desilylation under the reaction conditions. Alkynes possessing heterocyclic moieties were also found as amenable substrates. Furthermore, a one-pot process starting from 2-iodobenzamides 1, aryl halides (bromides or iodides) and trimethylsilylacetylene (…
CCDC 1427402: Experimental Crystal Structure Determination
Related Article: Socrates B. Munoz, Alexandra N. Aloia, Alexander K. Moore, Attila Papp, Thomas Mathew, Santos Fustero, George A. Olah, G. K. Surya Prakash|2016|Org.Biomol.Chem.|14|85|doi:10.1039/C5OB02187A
CCDC 1426924: Experimental Crystal Structure Determination
Related Article: Socrates B. Munoz, Alexandra N. Aloia, Alexander K. Moore, Attila Papp, Thomas Mathew, Santos Fustero, George A. Olah, G. K. Surya Prakash|2016|Org.Biomol.Chem.|14|85|doi:10.1039/C5OB02187A