Unified Approach to Deamination and Deoxygenation Through Isonitrile Hydrodecyanation: A Combined Experimental and Computational Investigation

Z Jiao, KT Jaunich, T Tao, O Gottschall… - Angewandte Chemie …, 2024 - Wiley Online Library
Herein, we describe a general hydrodefunctionalization protocol of alcohols and amines
through a common isonitrile intermediate. To cleave the relatively inert C− NC bond, we …

Direct deamination of primary amines via isodiazene intermediates

KJ Berger, JL Driscoll, M Yuan… - Journal of the …, 2021 - ACS Publications
We report here a reaction that selectively deaminates primary amines and anilines under
mild conditions and with remarkable functional group tolerance including a range of …

Isonitriles as Alkyl Radical Precursors in Visible Light Mediated Hydro‐and Deuterodeamination Reactions

I Quirós, M Martín, M Gomez‐Mendoza… - Angewandte …, 2024 - Wiley Online Library
Herein, we report the use of isonitriles as alkyl radical precursors in light‐mediated hydro‐
and deuterodeamination reactions. The reaction is scalable, shows broad functional group …

A combined experimental and theoretical study on the reactivity of nitrenes and nitrene radical anions

Y Guo, C Pei, RM Koenigs - Nature Communications, 2022 - nature.com
Nitrene transfer reactions represent one of the key reactions to rapidly construct new carbon-
nitrogen bonds and typically require transition metal catalysts to control the reactivity of the …

Photoinduced Nickel-Catalyzed Selective N-Demethylation of Trialkylamines Using C(sp2)–Bromides as HAT Reagents

X Zhang, Y Shen, T Rovis - Journal of the American Chemical …, 2023 - ACS Publications
N-Demethylation of trialkylamines is a useful transformation, but typically requires harsh
reaction conditions and stepwise procedures, as well as judicious protection of labile …

Catalytic reversible alkene-nitrile interconversion through controllable transfer hydrocyanation

X Fang, P Yu, B Morandi - Science, 2016 - science.org
Nitriles and alkenes are important synthetic intermediates with complementary reactivity that
play a central role in the preparation of materials, pharmaceuticals, cosmetics, and …

Direct Cyanoalkylation of Imines Driven by a Photoactive Electron Donor–Acceptor Complex

W Liu, H Hou, H Jing, S Huang, W Ou, C Su - Organic Letters, 2024 - ACS Publications
β-Amino nitriles are important molecular scaffolds. Cyanoalkylation of imines is the most
straightforward method for the construction of these scaffolds. In this study, we report the …

Direct approaches to nitriles via highly efficient nitrogenation strategy through C–H or C–C bond Cleavage

T Wang, N Jiao - Accounts of chemical research, 2014 - ACS Publications
Conspectus Because of the importance of nitrogen-containing compounds in chemistry and
biology, organic chemists have long focused on the development of novel methodologies for …

Site‐Specific C(sp3)–H Aminations of Imidates and Amidines Enabled by Covalently Tethered Distonic Radical Anions

R Zhao, K Fu, Y Fang, J Zhou, L Shi - Angewandte Chemie, 2020 - Wiley Online Library
The utilization of N‐centered radicals to synthesize nitrogen‐containing compounds has
attracted considerable attention recently, due to their powerful reactivities and the …

Hydrocyanation of Non‐Activated Alkenes Without Handling HCN

R Chinchilla, A Baeza - European Journal of Organic Chemistry - Wiley Online Library
The hydrocyanation of alkenes can be considered a straightforward methodology that gives
access to different functionalized organic chemistry entities. This is due to nitrile's high …