745835-05-6Relevant articles and documents
Construction of NH-Unprotected Spiropyrrolidines and Spiroisoindolines by [4+1] Cyclizations of γ-Azidoboronic Acids with Cyclic N-Sulfonylhydrazones
Cabal, María-Paz,López, Lucía,Valdés, Carlos
supporting information, (2021/12/09)
The reactions of N-sulfonylhydrazones derived from cyclic ketones with γ-azidopropylboronic acid and 2-(azidomethyl)phenylboronic acid give rise to spirocyclic pyrrolidines and spiroisoindolines, respectively. The reactions proceed without the need of any transition-metal catalyst through a domino process that comprises the formation of a Csp3-C and a Csp3-N bond of the former hydrazonic carbon. The scope of the reaction has been explored by the preparation of over 50 examples of NH-unprotected spirocyclic derivatives. Importantly, this methodology could be applied for the preparation of alkaloid steroids from steroid N-tosylhydrazones.
2-(Azidomethyl)arylboronic acids in the synthesis of coumarin-type compounds
Naumov, Mikael I.,Nuchev, Alexander V.,Sitnikov, Nikolay S.,Malysheva, Yulia B.,Shavyrin, Andrew S.,Beletskaya, Irina P.,Gavryushin, Andrei E.,Combes, Sebastien,Fedorov, Alexey Yu
experimental part, p. 1673 - 1682 (2009/12/25)
Several 2-(azidomethyl)arylboronic acids were synthesized. Their involvement into organolead-mediated Pinhey arylation reaction with 4-hydroxycoumarins afforded 3-[2-(azidomethyl)aryl]-4-hydroxycoumarins or [4,3-c]isoquinolinocoumarins in reasonable yield
2-(Azidomethyl)phenylboronic acid in the synthesis of isoquinoline derivatives
Ganina,Zamotaeva,Nosarev,Kosenkova,Naumov,Shavyrin,Finet,Fedorov
, p. 1606 - 1611 (2007/10/03)
2-(Azidomethyl)phenyllead triacetate was obtained by the reaction of 2-(azidomethyl)phenylboronic acid with lead tetraacetate. A strategy for the synthesis of isoquinoline derivatives was proposed that involves a reaction of this organolead reagent with e
