Regioselective difunctionalization and annulation of ynamide

S Dutta, RK Mallick, AK Sahoo - … Chemie International Edition, 2023 - Wiley Online Library
The use of ynamides in organic synthesis has gained significant attention due to their ability
to provide access to complex molecular structures through transformations such as 1, 2 …

Gold‐Catalyzed Transformation of Ynamides

S Shandilya, M Protim Gogoi, S Dutta… - The Chemical …, 2021 - Wiley Online Library
Ynamide, a unique species with inherited polarization of nitrogen lone pair electron to triple
bond, has been largely used for the developement of novel synthetic methods and the …

Solvent-Controlled, Atom-Economic, and Highly Regio-and Stereoselective Halo-Chalcogenations of Ynamides: Green Synthesis of Stereodefined Tetrasubstituted …

ANV Satyanarayana, P Pattanayak… - The Journal of Organic …, 2024 - ACS Publications
The synthesis of stereodefined tetrasubstituted alkenes bearing four different functional
groups is challenging. Herein, we disclose a 100% atom-economic and highly regio-and …

Light-mediated sulfonyl-iodination of ynamides and internal alkynes

MR Mutra, J Li, JJ Wang - Chemical Communications, 2023 - pubs.rsc.org
We synthesized tetrasubstituted olefins regioselectively and stereoselectively from ynamides
and internal alkynes with sulfonyl iodides under blue LEDs in few minutes. The key features …

Catalytic [2, 3]-sigmatropic rearrangement of sulfonium ylides derived from azoalkenes: non-carbenoid Doyle–Kirmse reaction

FY Yang, TJ Han, SK Jia, MC Wang… - Chemical …, 2023 - pubs.rsc.org
The Sc (III)-catalyzed [2, 3]-sigmatropic rearrangement of sulfonium ylides derived from
azoalkenes has been established. Owing to the absence of a carbenoid intermediate, this …

Palladium‐Catalyzed Silylcyanation of Ynamides: Regio‐and Stereoselective Access to Tetrasubstituted 3‐Silyl‐2‐Aminoacrylonitriles

P Hansjacob, FR Leroux, V Gandon… - Angewandte Chemie …, 2022 - Wiley Online Library
The palladium‐catalyzed silylcyanation of ynamides is described. This reaction is fully
regioselective, delivering tetrasubstituted 2‐aminoacrylonitriles derivatives exclusively …

Palladium-Catalyzed Regioselective Arylalkenylation of Ynamides

R Vanjari, S Dutta, S Yang, V Gandon… - Organic Letters, 2022 - ACS Publications
A cationic palladium-catalyzed arylalkenylation of ynamides is presented. The putative
keteniminium arylpalladium intermediate likely dictates the regioselective carbopalladation …

Photoinduced ynamide structural reshuffling and functionalization

MR Mutra, JJ Wang - Nature Communications, 2022 - nature.com
The radical chemistry of ynamides has recently drawn the attention of synthetic organic
chemists to the construction of various N-heterocyclic compounds. Nevertheless, the …

Rhodium (III)-Catalyzed Intramolecular Cyclization and Sequential Aromatization of Ynamides with Propargyl Esters: Access to 2, 5-Dihydropyrroles and Pyrroles

JM Yang, GC Feng, X Huang, YL Wang, QY Wei… - Organic …, 2024 - ACS Publications
Disclosed herein is a rhodium (III)-catalyzed intramolecular cyclization of ynamides with
propargyl esters. A variety of highly functionalized 2, 5-dihydropyrroles were obtained in …

TMSOTf-Catalyzed [4+ 2] Annulation of Ynamides and β-(2-Aminophenyl)-α, β-ynones for the Synthesis 2-Aminoquinolines

C Qi, X Shen, W Fang, J Chang, XN Wang - Organic Letters, 2024 - ACS Publications
A metal-free TMSOTf-catalyzed [4+ 2] annulation of ynamides with β-(2-aminophenyl)-α, β-
ynones enables the regiospecific and facile assembly of 2-aminoquinoline frameworks. The …