Cloke–Wilson rearrangement: a unique gateway to access five-membered heterocycles

U Nazeer, A Mushtaq, AF Zahoor, F Hafeez… - RSC …, 2023 - pubs.rsc.org
Cyclopropanes are of great synthetic value in heterocyclic chemistry due to their highly
reactive nature. They are widely employed to synthesize various biologically active organic …

Protic Ionic Liquid as Reagent, Catalyst, and Solvent: 1‐Methylimidazolium Thiocyanate

IA Andreev, NK Ratmanova… - Angewandte Chemie …, 2021 - Wiley Online Library
We propose a new concept of the triple role of protic ionic liquids with nucleophilic anions: a)
a regenerable solvent, b) a Brønsted acid inducing diverse transformations via general acid …

Donor‐Acceptor Cyclopropanes: Activation Enabled by a Single, Vinylogous Acceptor

NL Ahlburg, O Hergert, PG Jones… - Angewandte …, 2023 - Wiley Online Library
A novel class of highly activated donor‐acceptor cyclopropanes bearing only a single,
vinylogous acceptor is presented. These strained moieties readily undergo cycloadditions …

Expanding Stereoelectronic Limits of endo-tet Cyclizations: Synthesis of Benz[b]azepines from Donor–Acceptor Cyclopropanes

AE Vartanova, AY Plodukhin… - Journal of the …, 2021 - ACS Publications
The importance of intramolecular constraints in cyclic transition-state geometries is
especially pronounced in n-endo-tet cyclizations, where the usual backside approach of a …

Photoinduced Cascade Difluoroalkylative Ring-Opening of Vinyl Cyclopropanes

P Chandu, V Srinivasu, S Gupta, D Sureshkumar - Organic Letters, 2023 - ACS Publications
Here, we report a facile and efficient method for the difluoroalkylation of vinyl cyclopropanes
(VCPs) using visible-light organophotoredox catalysis. This strategy exploits the interplay of …

GaCl3-Mediated Cascade [2 + 4]-Cycloaddition/[4 + 2]-Annulation of Donor–Acceptor Cyclopropanes with Conjugated Dienes: Strategy for the Construction of …

MA Belaya, DA Knyazev, DD Borisov… - The Journal of …, 2021 - ACS Publications
Structurally important benzobicyclo [3.3. 1] nonane derivatives were synthesized by a
gallium trichloride mediated reaction of readily available donor–acceptor cyclopropanes …

Organocatalytic Enantioselective (4+ 2) Annulation of Cyclopropane Carbaldehydes with 2‐Mercapto‐1‐Arylethanones

N Yadav, A Hazra, P Singh… - Advanced Synthesis & …, 2024 - Wiley Online Library
Here, we report the organocatalytic enantioselective synthesis of dihydrothiopyran
derivatives from trans racemic donor–acceptor cyclopropane carbaldehydes (DACCs) and 2 …

Organocatalytic Cloke–Wilson Rearrangement: Carbocation-Initiated Tandem Ring Opening/Cyclization of Cyclopropanes under Neutral Conditions

G Zhang, L Chen, Z Hu, Z Zhang, J Bi… - The Journal of Organic …, 2023 - ACS Publications
We report a metal-, acid-, and base-free 2-(bromomethyl) naphthalene (2-BMN)-promoted
organocatalytic Cloke–Wilson rearrangement of chain doubly activated cyclopropanes for …

Merging Two Strained Carbocycles: Lewis Acid Catalyzed Remote Site-Selective Friedel–Crafts Alkylation of in Situ Generated β-Naphthol

A Hazra, T Kanji, P Banerjee - The Journal of Organic Chemistry, 2022 - ACS Publications
Lewis acid catalyzed tandem activation of the two smallest carbocycles, 3-ethoxy
cyclobutanones, and donor–acceptor cyclopropanes has been demonstrated. The diphenyl …

Hydroxylamine‐O‐Sulfonic Acid (HOSA): A Recent Synthetic Overview

P Kumar, A Divedi, D Chandra, S Ranjan De… - …, 2024 - Wiley Online Library
Hydroxylamine‐O‐sulfonic acid has been used as a versatile nitrogen source in synthetic
organic chemistry. It has dual function and utilized both as a nucleophile and an electrophile …