N6-tert-Butoxycarbonyl derivatives of sydnone imines: Preparation and synthetic use.

Authors :: Cherepanov, Ilya A.
Samarskaya, Alina S.
Godovikov, Ivan A.
Lyssenko, Konstantin A.
Pankratova, Anastasia A.
Kalinin, Valery N.
Source :: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Feb2018, Vol. 59 Issue 8, p727-729. 3p.
Publication Year :: 2018
Abstract: A highly efficient gram-scale method for the C(4)-functionalization of sydnone imine hydrochloride derivatives was developed. This new approach was realized through consecutive reactions including the preparation of a C(3)-substituted N 6 - tert -butoxycarbonyl sydnone imine derivative, deprotonation with n -BuLi and reaction of the lithiated-intermediate with an electrophilic agent, and removal of the Boc protecting group. [ABSTRACT FROM AUTHOR]

Subjects :: *SYDNONE imines
*IMINE derivatives
*PROTON transfer reactions
*ELECTROPHILES
*HETEROCYCLIC compounds

Language :: English
ISSN :: 00404039
Volume :: 59
Issue :: 8
Database :: Academic Search Index
Journal :: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :: Academic Journal
Accession number :: 127670422
Full Text :: https://doi.org/10.1016/j.tetlet.2018.01.019

Full Text Access

Tools