@article{15184cd8cd514202b6471fccabba4173,
title = "Hypervalent Iodine(III) Reagents with Transferable Primary Amines: Structure and Reactivity on the Electrophilic α-Amination of Stabilized Enolates",
abstract = "A new family of hypervalent iodine reagents containing transferable primary amine groups is described. Benziodoxolone-based reagents were synthesized on the gram-scale through operationally simple reactions in up to quantitative yields. These bench-stable solids were characterized by X-ray analysis and successfully employed in the α-amination of indanone-based β-ketoesters in up to 83% yield. Mechanistic studies indicate a substitution mechanism involving an electrophilic amine.",
author = "Poeira, {Diogo L.} and Negr{\~a}o, {Ana Cl{\'a}udia Ribeiro} and H{\'e}lio Faustino and Coelho, {Jaime A. S.} and Gomes, {Clara S. B.} and Gois, {Pedro M. P.} and Marques, {M. Manuel B.}",
note = "Funding Information: info:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDP%2F50006%2F2020/PT# info:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDB%2F04378%2F2020/PT# info:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDP%2F04378%2F2020/PT# info:eu-repo/grantAgreement/FCT/3599-PPCDT/RECI%2FBBB-BEP%2F0124%2F2012/PT# We thank the FCT for fellowships SFRH/BD/116322/2016 (D.L.P.) and SFRH/BPD/102296/2014 (H.F.), Scientific Employment Stimulus 2020/02383/CEECIND (J.A.S.C.), projects UIDB/50006/2020, cofinanced by the ERDF under the PT2020 Partnership Agreement (POCI-01-0145-FEDER - 007265). The National NMR Facility is supported by FCT (ROTEIRO/0031/2013 ? PINFRA/22161/2016, cofinanced by FEDER through COMPETE 2020, POCI, and PORL and FCT through PIDDAC). The authors thank MSc. Rafael Rippel for preparation of 2a. We thank Prof. Dr. Carlos A. M. Afonso from the Faculty of Pharmacy, ULisboa for the kind support with the hydrogenation experiments. Publisher Copyright: {\textcopyright} 2022 American Chemical Society",
year = "2022",
month = jan,
day = "21",
doi = "10.1021/acs.orglett.1c04312",
language = "English",
volume = "24",
pages = "776--781",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "ACS - American Chemical Society",
number = "2",
}