Synthesis of Fluoro‐, Monofluoromethyl‐, Difluoromethyl‐, and Trifluoromethyl‐Substituted Three‐Membered Rings

J Decaens, S Couve‐Bonnaire… - … A European Journal, 2021 - Wiley Online Library
This Minireview describes recent advances toward the synthesis of fluoro‐,
monofluoromethyl‐, difluoromethyl‐, and trifluoromethyl‐substituted three‐membered rings …

A Practical and Scalable Approach to Fluoro‐Substituted Bicyclo [1.1. 1] pentanes

R Bychek, PK Mykhailiuk - Angewandte Chemie, 2022 - Wiley Online Library
After more than 20 years of trials, a practical scalable approach to fluoro‐substituted bicyclo
[1.1. 1] pentanes (F‐BCPs) has been developed. The physicochemical properties of the F …

The synthetic versatility of fluoroiodomethane: recent applications as monofluoromethylation platform

M Colella, P Musci, M Andresini… - Organic & …, 2022 - pubs.rsc.org
In recent years, fluoroiodomethane (CH2FI) has emerged as an easy-to-handle, non-ozone
depleting agent and readily available platform for monofluoromethylation strategies. Recent …

Flow technology for the genesis and use of (highly) reactive organometallic reagents

M Colella, A Nagaki, R Luisi - Chemistry–A European Journal, 2020 - Wiley Online Library
In the field of organic synthesis, the advent of flow chemistry and flow microreactor
technology represented a tremendous novelty in the way of thinking and performing …

Fluoro‐substituted methyllithium chemistry: external quenching method using flow microreactors

M Colella, A Tota, Y Takahashi, R Higuma… - Angewandte …, 2020 - Wiley Online Library
The external quenching method based on flow microreactors allows the generation and use
of short‐lived fluoro‐substituted methyllithium reagents, such as fluoromethyllithium …

Flow microreactor technology for taming highly reactive chloroiodomethyllithium carbenoid: Direct and chemoselective synthesis of α-chloroaldehydes

P Musci, M Colella, A Sivo, G Romanazzi, R Luisi… - Organic …, 2020 - ACS Publications
A straightforward flow synthesis of α-chloro aldehydes has been developed. The strategy
involves, for the first time, the thermal unstable chloroiodomethyllithium carbenoid and …

Consecutive and selective double methylene insertion of lithium carbenoids to isothiocyanates: a direct assembly of four‐membered sulfur‐containing cycles

R Senatore, M Malik, T Langer, W Holzer… - Angewandte …, 2021 - Wiley Online Library
Abstract A formal CH2− CH2 homologation conducted with C1 carbenoids on a carbon
electrophile for the obtainment of a four‐membered cycle is reported. The logic proposes the …

Direct and Chemoselective Electrophilic Monofluoromethylation of Heteroatoms (O-, S-, N-, P-, Se-) with Fluoroiodomethane

R Senatore, M Malik, M Spreitzer, W Holzer… - Organic letters, 2020 - ACS Publications
The commercially available fluoroiodomethane represents a valuable and effective
electrophilic source for transferring the CH2F unit to a series of heteroatom-centered …

Unlocking geminal fluorohaloalkanes in nucleophilic fluoroalkylation chemistry: generation and trapping of lithiumfluorocarbenoids enabled by flow microreactors

M Spennacchio, M Colella, M Andresini… - Chemical …, 2023 - pubs.rsc.org
A direct nucleophilic monofluoroalkylation strategy leveraging on lithium fluorocarbenoids
has been developed. Flow microreactor technology allows capitalization of the synthetic …

Divergent, Stereospecific Mono‐and Difluoromethylation of Boronic Esters

V Fasano, N Winter, A Noble… - Angewandte Chemie …, 2020 - Wiley Online Library
There is considerable interest in incorporating fluorine into agrochemicals and
pharmaceuticals to improve their biological properties. Whilst a number of methods have …