Synthesis of β-difluoroalkyl azides via elusive 1, 2-azide migration

Y Ning, P Sivaguru, G Zanoni, EA Anderson, X Bi - Chem, 2020 - cell.com
The development of azide migration reactions is a formidable challenge because of the
potential competition of side processes driven by the release of molecular nitrogen. Here …

Stereoselective Dynamic Cyclization of Allylic Azides: Synthesis of Tetralins, Chromanes, and Tetrahydroquinolines

MR Porter, RM Shaker, C Calcanas… - Journal of the …, 2018 - ACS Publications
This report describes the stereoselective synthesis of 3-azido-tetralins,-chromanes, and-
tetrahydroquinolines via a tandem allylic azide rearrangement/Friedel–Crafts alkylation …

Azide Ionic Liquids for Safe, Green, and Highly‐Efficient Azidation Reactions to Produce Azide Polymers

C Zhang, M Shao, D Wu, Z Li, M Zhao… - Angewandte Chemie …, 2023 - Wiley Online Library
Azide compounds are widely used and especially, polymers bearing pendant azide groups
are highly desired in numerous fields. However, harsh reaction conditions are always …

Evidence for a Sigmatropic and an Ionic Pathway in the Winstein Rearrangement

AA Ott, MH Packard, MA Ortuño… - The Journal of …, 2018 - ACS Publications
The spontaneous rearrangement of allylic azides is thought to be a sigmatropic reaction.
Presented herein is a detailed investigation into the rearrangement of several allylic azides …

Regiocontrolled Wacker Oxidation of Cinnamyl Azides

AS Carlson, C Calcanas, RM Brunner… - Organic …, 2018 - ACS Publications
A highly regioselective Wacker oxidation has been developed for the oxidation of cinnamyl
azides. The catalytic oxidation tolerates the azide functionality, and more than 15 β-azido …

Stereocontrolled Microwave-Assisted Domino [3, 3]-Sigmatropic Reactions: A Winstein–Overman Rearrangement for the Formation of Differentiated Contiguous C–N …

AA Tjeng, KL Handore, RA Batey - Organic letters, 2020 - ACS Publications
A domino [3, 3]-sigmatropic rearrangement sequence employing a sequential reversible
allylic azide rearrangement followed by an irreversible Overman reaction provides a new …

Base-Controlled Regiodivergent Azidation of Trifluoromethyl Alkenyl Triflates: Transition-Metal-Free Access to CF3-Containing Allyl Azides and Alkenyl Azides

Y Zhao, Y Zhou, C Zhang, D Li, P Sun, J Li… - The Journal of …, 2018 - ACS Publications
A base-controlled regiodivergent azidation of trifluoromethyl alkenyl triflates providing either
(E)-3-azido-1-aryl-4, 4, 4-trifluorobut-1-ene (CF3-containing allyl azides) or (Z)-1-azido-1 …

[HTML][HTML] On the Winstein rearrangement: equilibrium and mechanism

AA Ott, JJ Topczewski - ARKIVOC: free online journal of organic …, 2019 - ncbi.nlm.nih.gov
Allylic azides are underutilized in organic synthesis when compared to other organic azides
or other allylic functionality. This is likely because allylic azides rearrange at room …

Insight into the intramolecular interactions of trans-2-azidocycloalk-3-en-1-ols and trans-2-azidocycloalk-3-en-1-yl acetates: A theoretical study

Y Çetinkaya, A Maraş, S Göksu - Tetrahedron, 2021 - Elsevier
In this study, dedicated to Prof. Dr. Yaşar Sütbeyaz (1950–2016), intramolecular interactions
in (1S (R), 2S (R))-2-azidocycloalk-3-en-1-ols and (1S (R), 2S (R))-2-azidocycloalk-3-en-1-yl …

In vivo Antibody Painting for Next Generation Weight Loss Drugs

K Kitahara, A Rondon, E Miller, HH Mak, A Loas… - bioRxiv, 2024 - biorxiv.org
Peptide-based therapeutics are currently in great demand but often suffer from rapid
clearance and accumulation in off-target tissues which continue to present barriers in their …