Transition metal-catalyzed tandem reactions of ynamides for divergent N-heterocycle synthesis

FL Hong, LW Ye - Accounts of Chemical Research, 2020 - ACS Publications
Conspectus Ynamides are electron-rich heteroatom-substituted alkynes with a C–C triple
bond directly attached to the amide group. Importantly, this amide group is able to impose an …

Brønsted acid-mediated reactions of ynamides

YB Chen, PC Qian, LW Ye - Chemical Society Reviews, 2020 - pubs.rsc.org
Over the past two decades, the development and application of ynamide chemistry have
received more and more attention. Ynamides have proven to be versatile reagents for …

Asymmetric synthesis with ynamides: unique reaction control, chemical diversity and applications

CC Lynch, A Sripada, C Wolf - Chemical Society Reviews, 2020 - pubs.rsc.org
Ynamides are among the most powerful building blocks in organic synthesis and have
become invaluable starting materials for the construction of multifunctional compounds and …

Exploiting remarkable reactivities of ynamides: opportunities in designing catalytic enantioselective reactions

J Luo, GS Chen, SJ Chen, JS Yu, ZD Li, YL Liu - ACS Catalysis, 2020 - ACS Publications
Ynamides consisting of an electron-withdrawing group on the nitrogen atom have proven to
be powerful and versatile building blocks that are involved in a variety of useful chemical …

Ynamide Smiles rearrangement triggered by visible-light-mediated regioselective ketyl–ynamide coupling: rapid access to functionalized indoles and isoquinolines

ZS Wang, YB Chen, HW Zhang, Z Sun… - Journal of the …, 2020 - ACS Publications
In the past decades, significant advances have been made on radical Smiles
rearrangement. However, the eventually formed radical intermediates in these reactions are …

Reversal of regioselectivity in ynamide chemistry

B Zhou, TD Tan, XQ Zhu, M Shang, LW Ye - Acs Catalysis, 2019 - ACS Publications
Ynamides are special alkynes bearing an electron-withdrawing group on the nitrogen atom,
and they have been extensively studied over the past decade. However, the addition of …

Copper‐Catalyzed Asymmetric Diyne Cyclization via [1,2]‐Stevens‐Type Rearrangement for the Synthesis of Chiral Chromeno[3,4‐c]pyrroles

FL Hong, CY Shi, P Hong, TY Zhai, XQ Zhu… - Angewandte …, 2022 - Wiley Online Library
Here, we report a copper‐catalyzed asymmetric cascade cyclization/[1, 2]‐Stevens‐type
rearrangement via a non‐diazo approach, leading to the practical and atom‐economic …

Brønsted Acid Catalyzed Dearomatization by Intramolecular Hydroalkoxylation/Claisen Rearrangement: Diastereo‐and Enantioselective Synthesis of Spirolactams

PF Chen, B Zhou, P Wu, B Wang… - Angewandte Chemie …, 2021 - Wiley Online Library
Described herein is a novel Brønsted acid catalyzed intramolecular hydroalkoxylation/
Claisen rearrangement, allowing the practical and atom‐economic synthesis of a range of …

Copper‐Catalyzed Azide–Ynamide Cyclization to Generate α‐Imino Copper Carbenes: Divergent and Enantioselective Access to Polycyclic N‐Heterocycles

X Liu, ZS Wang, TY Zhai, C Luo… - Angewandte Chemie …, 2020 - Wiley Online Library
Here an efficient copper‐catalyzed cascade cyclization of azide‐ynamides via α‐imino
copper carbene intermediates is reported, representing the first generation of α‐imino …

Stereoselective synthesis of medium lactams enabled by metal-free hydroalkoxylation/stereospecific [1, 3]-rearrangement

B Zhou, YQ Zhang, K Zhang, MY Yang… - Nature …, 2019 - nature.com
Rearrangement reactions have attracted considerable interest over the past decades due to
their high bond-forming efficiency and atom economy in the construction of complex organic …