Chemoselectivity of Tertiary Azides in Strain‐Promoted Alkyne‐Azide Cycloadditions [PDF]
Chemistry – A European Journal, 2018 AbstractThe strain‐promoted alkyne‐azide cycloaddition (SPAAC) is the most commonly employed bioorthogonal reaction with applications in a broad range of fields. Over the years, several different cyclooctyne derivatives have been developed and investigated in regard to their reactivity in SPAAC reactions with azides.
Dennis Svatunek +4 more
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Taming Unhindered Alkyl Azides by Intramolecular Hydrogen-Azide Interaction for Discriminative Conjugation onto Alkyl Diazides [PDF]
, 2021 We report herein the unique reactivities of α-azido secondary acetamides (α-AzSAs) as minimal and unhindered azide structures. The NH–azide interaction in the α-AzSAs, supposed by DFT calculation, allowed selective conjugation in the presence of other ...
Koshiro, Maegawa +5 more
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Synthesis of α-tertiary primary amines and 1,2-amino alcohols from vinyl azides by light induced denitrogenative alkylarylation/dialkylation [PDF]
, 2023 Sterically congested α-tertiary primary amines are ubiquitous substructures in pharmaceutical and agrochemical agents yet are challenging to access.
Sifan, Li +3 more
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ChemInform Abstract: Chemical Activation in Azide and Nitrene Chemistry: Methyl Azide, Phenyl Azide, Naphthyl Azides, Pyridyl Azides, Benzotriazoles, and Triazolopyridines [PDF]
ChemInform, 2013 AbstractReview: more than 100 refs.
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Divergent synthesis of chiral cyclic azides via asymmetric cycloaddition reactions of vinyl azides
Nature Communications, 2019 Vinyl azides generally act as 3-atom synthon through the fast release of molecular nitrogen, whereas keeping the azide group intact is more challenging. Here, the authors show a copper-catalyzed enantioselective cycloaddition of two types of vinyl azides
Nuligonda Thirupathi +3 more
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Recent Applications and Developments of Organic Azides in Total Synthesis of Natural Products
Natural Product Communications, 2013 Organic azides have been exploited since their discovery because of their high reactivities. Various organic reactions using azides have been synthetically applied in chemical biology pharmaceuticals medicinal and agricultural areas.
Hiroki Tanimoto, Kiyomi Kakiuchi
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Beilstein Journal of Organic Chemistry, 2010 The reactions of group 13 metal trichlorides with aromatic azides were examined by CW EPR and pulsed ENDOR spectroscopies. Complex EPR spectra were obtained from reactions of aluminium, gallium and indium trichlorides with phenyl azides containing a ...
Giorgio Bencivenni +4 more
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Overview of 1,5-Selective Click Reaction of Azides with Alkynes or Their Synthetic Equivalents
Molecules, 2023 Nowadays, the click reaction of azides with alkynes has evolved rapidly and become one of the most efficient methods to synthesize 1,2,3-triazoles, which are an important class of N-containing heterocycles.
Yaqi Zhao +3 more
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CHIMIA, 2012 Mn(iii)-catalyzed formal [3+2]- and [3+3]-annulations have been developed using readily available vinyl azides with 1,3-dicarbonyl compounds and cyclopropanols.
Shunsuke Chiba
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Molecules, 2022 We here have developed an S(O)2–N coupling between phenylsulfinic acid derivatives and aryl azides by dual copper and visible light catalysis. In this efficient and mild pathway, the reaction produces sulfonamide compounds under redox-neutral condition ...
Zhipeng Liang, Ya-Nan Wu, Yang Wang
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