Recent advances in transition metal-free annulation toward heterocycle diversity based on the C–N bond cleavage of enaminone platform

XY Chen, X Zhang, JP Wan - Organic & Biomolecular Chemistry, 2022 - pubs.rsc.org
Enaminones and analogous stable enamines are well known as platform building blocks in
organic synthesis for the construction of heterocyclic compounds, especially N-heterocycles …

Overview of 1, 5-selective click reaction of azides with alkynes or their synthetic equivalents

Y Zhao, Z Chai, Q Zeng, WX Zhang - Molecules, 2023 - mdpi.com
Nowadays, the click reaction of azides with alkynes has evolved rapidly and become one of
the most efficient methods to synthesize 1, 2, 3-triazoles, which are an important class of N …

Amine-catalyzed synthesis of N2-sulfonyl 1, 2, 3-triazole in water and the tunable N2-H 1, 2, 3-triazole synthesis in DMSO via metal-free enamine annulation

Y Guo, Y Liu, JP Wan - Chinese Chemical Letters, 2022 - Elsevier
The selective synthesis of N 2-sulfonyl and N 2-H 1, 2, 3-triazoles via organocatalytic
annulation of enaminone/enaminoester with sulfonyl azide has been realized. The …

Thiazole-5-carbaldehyde Synthesis by Cascade Annulation of Enaminones and KSCN with Dess–Martin Periodinane Reagent

K Chen, B Zhao, Y Liu, JP Wan - The Journal of Organic …, 2022 - ACS Publications
The Dess–Martin periodinane (DMP) reagent-mediated reactions of tertiary enaminones
with potassium thiocyanate for the synthesis of thiazole-5-carbaldehydes are developed …

Enolate–Azide [3+ 2]-Cycloaddition Reaction Suitable for DNA-Encoded Library Synthesis

K Pan, Y Yao, Y Zhang, Y Gu, Y Wang, P Ma… - Bioconjugate …, 2023 - ACS Publications
The DNA-encoded chemical library (DEL) is a powerful hit selection technique in either
basic science or innovative drug discovery. With the aim to circumvent the issue concerning …

Three‐Component Coupling of α‐Trifluoromethyl Carbonyls, Azides and Amines for the Regioselective Synthesis of 1, 4, 5‐Trisubstituted 1, 2, 3‐Triazoles

G Gao, Kuantao, Mao, L Lv, Z Li - Advanced Synthesis & …, 2022 - Wiley Online Library
A metal‐free three‐component coupling of α‐CF3 carbonyls, azides and amines for the
regioselective synthesis of 1, 4, 5‐trisubstituted 1, 2, 3‐triazoles in the air is established …

Regioselective Synthesis of N2-Aryl 1,2,3-Triazoles via Electro-oxidative Coupling of Enamines and Aryldiazonium Salts

M Baidya, S Mallick, S De Sarkar - Organic Letters, 2022 - ACS Publications
An efficient synthetic route for the construction of N 2-aryl 1, 2, 3-triazoles is reported via
sequential C–N bond formation and electro-oxidative N–N coupling under metal-free …

Interrupted CuAAC‐Thiolation for the Construction of 1,2,3‐Triazole‐Fused Eight‐Membered Heterocycles from O‐/N‐Propargyl derived Benzyl Thiosulfonates with …

R Jannapu Reddy, M Waheed… - Advanced Synthesis …, 2022 - Wiley Online Library
A copper (I)‐catalyzed interrupted click‐sulfenylation of O‐/N‐propargyl benzyl
thiosulfonates with organic azides has been disclosed. The unified CuAAC‐thiolation …

Synthesis and spectroscopic properties of 1, 2, 3-triazole BOPAHY dyes and their water-soluble triazolium salts

T Horsten, F de Jong, D Theunissen… - The Journal of …, 2021 - ACS Publications
Water-soluble BOPAHY fluorophores have not yet been reported. The potential of 1, 2, 3-
triazolium salts for the formation of water-soluble chromophores is explored. 1, 2, 3-Triazole …

Synthesis of Hypervalent Iodine Diazo Compounds and Their Application in Organic Synthesis

C Zhang, JP Wan - Chemistry–A European Journal, 2024 - Wiley Online Library
Diazomethyl‐substituted iodine (III) compounds with electron‐withdrawing groups (EWG)
connected to diazo methyl center were a type of donor‐acceptor diazo compounds with …