Asymmetric catalytic rearrangements with α-diazocarbonyl compounds

S Dong, X Liu, X Feng - Accounts of Chemical Research, 2022 - ACS Publications
Conspectus α-Diazocarbonyl compounds serve as nucleophiles, dipoles, carbene
precursors, and rare electrophiles, enabling a vast array of organic transformations under …

Recent advances in C–H functionalisation through indirect hydrogen atom transfer

FS Meger, JA Murphy - Molecules, 2023 - mdpi.com
The functionalisation of C–H bonds has been an enormous achievement in synthetic
methodology, enabling new retrosynthetic disconnections and affording simple synthetic …

Visible-light-induced [3+ 2] cycloadditions of donor/donor diazo intermediates with alkenes to achieve (spiro)-pyrazolines and pyrazoles

Y Zhang, Y Li, SF Ni, JP Li, D Xia, X Han, J Lin… - Chemical …, 2023 - pubs.rsc.org
To date,[3+ 2] cycloadditions of diazo esters with alkynes or alkenes have been a robust tool
to generate pyrazoles and pyrazolines. However, methods capable of generating …

Radical cascade multicomponent minisci reactions with diazo compounds

YL Su, GX Liu, L De Angelis, R He, A Al-Sayyed… - ACS …, 2022 - ACS Publications
Based on the strategy of polarity reversal in the generation of free radicals derived from
diazo compounds, photocatalyzed multicomponent reactions (MCRs) of nitrogen aromatic …

Convergent Synthesis of 1,4-Dicarbonyl Z-Alkenes through Three-Component Coupling of Alkynes, α-Diazo Sulfonium Triflate, and Water

X Wang, WY Tong, B Huang, S Cao, Y Li… - Journal of the …, 2022 - ACS Publications
We report a general protocol for the convergent synthesis of 1, 4-dicarbonyl Z-alkenes form
alkynes using α-diazo sulfonium triflate and water. The C═ O, C═ C, and C–H bonds are …

Functionalization of DNA-tagged alkenes with diazo compounds via photocatalysis

X Fu, J Tang, R Hua, X Li, Z Kang, H Qiu, W Hu - Organic Letters, 2022 - ACS Publications
To explore potential chemical space using DNA-encoded library (DEL) technology, the
development of various types of robust DNA-compatible reactions is urgently needed. Diazo …

Visible-Light-Induced Radical gem-Iodoallylation of 2,2,2-Trifluorodiazoethane

Y Liu, T Pang, W Yao, F Zhong, G Wu - Organic Letters, 2023 - ACS Publications
A visible-light-induced radical gem-iodoallylation of CF3CHN2 was developed under mild
conditions, delivering a variety of α-CF3-substituted homoallylic iodide compounds in …

Visible Light-Induced Coupling Cyclization Reaction of α-Diazosulfonium Triflates with α-Oxocarboxylic Acids or Alkynes

XC Xu, DN Wu, YX Liang, M Yang… - The Journal of …, 2022 - ACS Publications
A photocatalyst-free radical cleavage of α-diazo sulfonium salts has been developed for the
first time. The reaction provides an efficient method for the generation of diazomethyl …

Intermolecular [5 + 1]-Cycloaddition between Vinyl Diazo Compounds and tert-Butyl Nitrite to 1,2,3-Triazine 1-Oxides and Their Further Transformation to Isoxazoles

L De Angelis, H Zheng, MT Perz, H Arman… - Organic …, 2021 - ACS Publications
1, 2, 3-Triazine 1-oxides are formed by nitrosyl addition from tert-butyl nitrite to the
vinylogous position of vinyl diazo compounds. This transformation, which is a formal …

Diazotrifluoroethyl Radical: A CF3-Containing Building Block in [3 + 2] Cycloaddition

WW Zhao, YC Shao, AN Wang, JL Huang, CY He… - Organic …, 2021 - ACS Publications
We present herein a visible-light-induced [3+ 2] cycloaddition of a hypervalent iodine (III)
reagent with α-ketoacids for the construction of 5-CF3-1, 3, 4-oxadiazoles that are of …