Chinese Chemical Letters, Journal Year: 2024, Volume and Issue: unknown, P. 109926 - 109926
Published: April 1, 2024
Language: Английский
Organic Letters, Journal Year: 2024, Volume and Issue: 26(15), P. 3321 - 3325
Published: April 10, 2024
Asymmetric sulfonylation from a reaction of cyclopropan-1-ol, sulfur dioxide, and 1-(alkynyl)naphthalen-2-ol in the presence catalytic amount organocatalyst at room temperature is developed. Axially chiral (S)-(E)-1-(1-(alkylsulfonyl)-2-arylvinyl)naphthalen-2-ols are generated moderate to good yields with excellent enantioselectivity regioselectivity under mild conditions. During this transformation, γ-keto sulfinate situ cyclopropan-1-ol dioxide acts as key intermediate.
Language: Английский
Citations
9
European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(9)
Published: Feb. 8, 2024
Abstract Cycloalkanols ring‐opening transformation is one of the most valuable and wide area research. Among numerous methods that have been developed, transition‐metal‐free approaches attracted great interest from both chemists pharmacologists. This largely due to advantages being environmentally benign, cost‐effective operationally simple. Here we provide a comprehensive outline on recent advances in synthesis distally substituted ketones cyclic compounds via cycloalkanols under conditions.
Language: Английский
Citations
6
The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(11), P. 7656 - 7661
Published: May 15, 2024
A visible-light-triggered ring opening/in situ SO2-capture/alkynylation sequence of cyclopropyl alcohols with alkynyl triflones using 4CzIPN as a triplet energy transfer photocatalyst is herein described. This metal-free protocol provides straightforward and atom-economical approach to alkynyl-substituted γ-keto sulfones broad scope substituents. In this transformation, could be used both radical acceptors SO2 donors. Preliminary experimental mechanistic studies synthetic utility are also demonstrated.
Language: Английский
Citations
3
Chemical Reviews, Journal Year: 2025, Volume and Issue: unknown
Published: March 7, 2025
Constructing chemical bonds under green sustainable conditions has drawn attention from environmental and economic perspectives. The dissociation of (hetero)aryl-halide is a crucial step most arylations affording (hetero)arene derivatives. Herein, we summarize the (hetero)aryl halides activation enabling direct (hetero)arylation trapping reagents construction highly functionalized (hetero)arenes benign conditions. strategies for aryl iodides are classified into (a) hypervalent iodoarene followed by functionalization thermal/photochemical conditions, (b) aryl-I bond in presence bases with/without organic catalysts promoters, (c) photoinduced presence/absence organophotocatalysts, (d) electrochemical direct/indirect electrolysis mediated organocatalysts mediators acting as electron shuttles, (e) electrophotochemical redox-active organocatalysts. These modes result exhibiting diverse reactivity formal cations/radicals/anions aryne precursors. coupling these reactive intermediates with leads to facile selective formation C-C C-heteroatom bonds. ecofriendly, inexpensive, functional group-tolerant offer alternatives transition metal-based catalysis.
Language: Английский
Citations
0
Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown
Published: Jan. 1, 2025
In this article, the synthesis of γ-keto sulfones over period from 2020 to present will be discussed, and related reaction mechanisms also discussed.
Language: Английский
Citations
0
Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 11(4), P. 1169 - 1174
Published: Dec. 29, 2023
A catalyst-free, photoinduced three-component reaction involving sulfur dioxide insertion/sulfonyl radical addition to an unactivated CC double bond/Minisci-type cyclization sequence has been developed access sulfonated quinazolinones.
Language: Английский
Citations
8
The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(6), P. 3970 - 3976
Published: Feb. 29, 2024
A general and novel method for the radical cascade cyclization of aryl isocyanides with AIBN has been described. This strategy provides straightforward access to various 2,4-dicyanoalkylated benzoxazines in moderate good yields under metal- additive-free conditions. The reaction can apply a gram scale tolerate diverse functional groups. 2,4-Dicyanoalkylated benzoxazine derivatives feature large Stokes shift intramolecular charge transfer properties.
Language: Английский
Citations
1
Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(45), P. 9021 - 9028
Published: Jan. 1, 2023
A three-component reaction of cyclobutanone oxime esters, DABCO·(SO2)2 and N-alkyl-N-methacryloyl benzamides is described. This proceeds without the addition any oxidant or transition metal, affording sulfonyl-containing isoquinoline-1,3-(2H,4H)-diones in moderate to good yields. Various functional groups are tolerated well this transformation. Mechanistic studies suggest that a radical pathway involved, including β-scission, sulfur dioxide insertion, intramolecular cyclization processes.
Language: Английский
Citations
1
Journal of Fluorine Chemistry, Journal Year: 2023, Volume and Issue: 273, P. 110219 - 110219
Published: Nov. 24, 2023
Language: Английский
Citations
1
Chinese Chemical Letters, Journal Year: 2024, Volume and Issue: unknown, P. 109926 - 109926
Published: April 1, 2024
Language: Английский
Citations
0