Aryl-, Akynyl-, and Alkenylbenziodoxoles: Synthesis and Synthetic Applications

IA Mironova, DM Noskov, A Yoshimura, MS Yusubov… - Molecules, 2023 - mdpi.com
Hypervalent iodine reagents are in high current demand due to their exceptional reactivity in
oxidative transformations, as well as in diverse umpolung functionalization reactions. Cyclic …

Intercepted Meyer–Schuster rearrangements in organic synthesis

D Roy, P Tharra, B Baire - Asian Journal of Organic Chemistry, 2018 - Wiley Online Library
Abstract The Meyer–Schuster rearrangement of propargylic alcohols is a transformation in
organic synthesis known for almost a century. The products of this reaction—α, β‐enones …

Recent Developments in the Meyer‐Schuster Rearrangement

F Justaud, A Hachem, R Grée - European Journal of Organic …, 2021 - Wiley Online Library
Abstract The Meyer‐Schuster rearrangement is an efficient method to prepare α, β‐
unsatured carbonyl compounds starting from propargylic alcohols and this review presents …

A direct access to isoxazoles from ynones using trimethylsilyl azide as amino surrogate under metal/catalyst free conditions

GR Kumar, YK Kumar, MS Reddy - Chemical communications, 2016 - pubs.rsc.org
A general method for isoxazoles from readily available ynones using trimethylsilyl azide as
an amino surrogate, likely via an unprecedented hydroazidation of the alkyne and …

Redox‐Neutral Arylations of Vinyl Cation Intermediates

D Kaiser, LF Veiros, N Maulide - Advanced Synthesis & …, 2017 - Wiley Online Library
Herein we present a new unified concept for C− C bond formation under redox‐neutral
conditions. Our strategy hinges upon interception of a vinyl cation with a sulfoxide resulting …

Catalytically generated vanadium enolates formed via interruption of the Meyer–Schuster rearrangement as useful reactive intermediates

BM Trost, JS Tracy - Accounts of Chemical Research, 2020 - ACS Publications
Conspectus Enolate chemistry is one of the most fundamental strategies for the formation of
carbon–carbon and carbon–heteroatom bonds. Classically, this has been accomplished …

Palladium‐Catalyzed Regio‐and Stereoselective Cross‐Addition of Terminal Alkynes to Ynol Ethers and Synthesis of 1, 4‐Enyn‐3‐ones

M Hari Babu, V Dwivedi, R Kant… - Angewandte …, 2015 - Wiley Online Library
Conjugated enynes, enol ethers, and enynones are versatile building blocks that can be
elaborated by a wide variety of synthetic transformations. The selective synthesis of such …

Meyer–Schuster-type rearrangement of propargylic alcohols into α-selenoenals and-enones with diselenides

YL Ban, L You, KW Feng, FC Ma, XL Jin… - The Journal of Organic …, 2021 - ACS Publications
We describe a mild and broadly applicable protocol for the preparation of a diverse array of
multisubstituted α-selenoenals and-enones from readily accessible propargylic alcohols and …

Ni-Catalyzed regio-and stereoselective addition of arylboronic acids to terminal alkynes with a directing group tether

MH Babu, GR Kumar, R Kant, MS Reddy - Chemical Communications, 2017 - pubs.rsc.org
Addition of arylboronic acids to directing group tethered acetylenes in a regio and
stereoselective manner using an inexpensive catalytic system is achieved for the first time to …

Iodo (III)-Meyer–Schuster rearrangement of propargylic alcohols promoted by benziodoxole triflate

RA Laskar, W Ding, N Yoshikai - Organic Letters, 2021 - ACS Publications
Benziodoxole triflate (BXT), a cyclic iodine (III) electrophile, has been found to promote a
rearrangement of propargylic alcohols into α, β-unsaturated ketones bearing an α-λ3 …