58070-00-1

Upstream product

• 5292-53-5 diethyl benzalmalonate 
• 144-55-8 sodium hydrogencarbonate 
• 831-91-4 Benzyl phenyl sulfide 
• 609-09-6 Diethyl ketomalonate 
• 100-52-7 benzaldehyde 
• 685-87-0 Diethyl 2-bromomalonate 

Relevant academic research and scientific papers

Asymmetric catalytic [4+3] cycloaddition ofortho-quinone methides with oxiranes

Catalytic enantioselective [4+3] cycloaddition reaction betweeno-quinone methides and oxiranes was achieved by using a chiralN,N′-dioxide/TbIIIcomplex as the catalyst, affording medium-sized hydrodioxepine derivatives in high yields (up to 99%)

Chemo- And regioselective ring-opening of donor-acceptor oxiranes with: N -heteroaromatics

The first ring-opening of D-A oxiranes with N-heteroaromatics in a chemoselective C-C bond cleavage manner was achieved. In the presence of 5 mol% of Y(OTf)3 as the catalyst, diverse N-heteroaromatics, including benzotriazoles, purines, substituted benzim

Domino Processes of Arynes Reacting with Three Classes of Nucleophiles for Organic Syntheses

Synthetic application of arynes is broadened by their reactions with neutral N-, S-, and O-containing nucleophiles to produce three types of compounds. Accordingly, 1,2-dihydroquinolines are synthesized from Schiff bases, alkynes, and arynes through a Diels-Alder reaction. Epoxides are prepared from thioethers and arynes along with aldehydes or ketones through a Johnson-Corey-Chaykovsky reaction. Phenolic ethers are produced from allyl ethers and arynes through a Claisen-type rearrangement. These target molecules, including natural products γ-asarone, asaricin, and a cholesteryl phenolic ether, are formed through reactions initiated by arynes. These new reactions share a prevailing feature of domino processes, which are carried out in a single flask and afford the desired products in good to high yields.

Cyclization Reaction of Donor-Acceptor Oxiranes with N,N′-Disubstituted Thioureas: A Domino Process to trans-Dihydropyrimidines

An unprecedented cyclization reaction of donor-acceptor oxiranes with N,N′-disubstituted thioureas to construct trans-dihydropyrimidines is presented. Preliminary reaction mechanism studies demonstrated that the reaction underwent sequential cycloaddition/amine ester exchange/oxygen-sulfur exchange/desulfuration/Michael addition process. A wide range of trans-dihydropyrimidines were produced with high yields up to 94% by using this method.

Highly Chemo- and Diastereoselective Dearomative [3 + 2] Cycloaddition Reactions of Benzazoles with Donor-Acceptor Oxiranes

A Sc(OTf)3-catalyzed dearomative [3 + 2] cycloaddition of benzazoles with donor-acceptor oxiranes through chemoselective C-C bond cleavage of oxiranes was developed under mild conditions. This reaction provides an efficient method to construct benzazolo[3,2-c]oxazole compounds in good yields and with high diastereoselectivity. The reaction has a general substrate scope, and the donor-acceptor oxiranes with electron-donating and electron-withdrawing groups on the aromatic ring afforded the desired cycloadducts.

Construction of thiazines and oxathianes: Via [3 + 3] annulation of N -tosylaziridinedicarboxylates and oxiranes with 1,4-dithiane-2,5-diol: Application towards the synthesis of bioactive molecules

Lewis acid catalyzed [3 + 3] annulation of N-tosylaziridinedicarboxylates and oxiranes with in situ generated mercaptoaldehyde for the synthesis of functionalized thiazine and oxathiane derivatives has been developed. Additionally, this method facilitates the derivatization of thiazines by detosylation and Krapcho monodecarboxylation.

KOH-promoted synthesis of oxirane functional derivatives from diethyl bromomalonate and aldehydes under phase-transfer catalysis conditions

The Darzens condensation of diethyl bromomalonate with aromatic or isoprenoid aldehydes under heterogeneous conditions (KOH/MeCN) in the presence of Bu4NPF6 as a recoverable phase-transfer catalyst afforded the corresponding diethyl 3-R-oxirane-2,2-dicarboxylates in high yields.

Unprecedented direct oxygen atom transfer from hypervalent oxido-λ3-iodanes to α,β-unsaturated carbonyl compounds: Synthesis of α,β-epoxy carbonyl compounds

Tetra-n-butylammonium oxido-λ3-iodane, prepared from 1-hydroxy-1,2-benziodoxol-3(1H)-one by reaction with tetra-n-butylammonium fluoride, directly undergoes oxygen atom transfer to γ,β-unsaturated carbonyl compounds, yielding epoxides.

Esters of 3-substituted-2-(aminocarbonyl)oxiranecarboxylic acids as lipogenesis inhibitors

Esters of 3-substituted-2-(aminocarbonyl)oxiranecarboxylic acids inhibit lipogenesis in mammals.