130024-90-7

Upstream product

• 16017-24-6 3-p-tolylprop-2-yn-1-ol 
• 624-31-7 4-tolyl iodide 
• 172264-70-9 2-((3-(p-tolyl)prop-2-yn-1-yl)oxy)tetrahydro-2H-pyran 
• 766-97-2 4-n-methylphenylacetylene 

Downstream Products

• 959975-11-2 C₁₅H₁₆O₃ 
• 1015098-64-2 4-methyl-2-methylenepent-4-enyl 3-(4-tolyl)prop-2-ynyl ether 
• 1030320-75-2 diethyl 2-(2-iodophenyl)-2-[3-(p-tolyl)prop-2-ynyl]malonate 
• 1242162-92-0 methyl 2-acetyl-5-p-tolylpent-4-ynoate 
• 1263145-04-5 C₁₈H₂₅NO₃S 
• 1268381-68-5 (3-(4-nitrophenyl)prop-2-ynyl)(3-p-tolylprop-2-ynyl)sulfane 
• 1268381-63-0 1-methyl-4-(3-(3-(4-nitrophenyl)prop-2-ynylsulfonyl)prop-1-ynyl)benzene 
• 1268381-71-0 (3-(2-nitrophenyl)prop-2-ynyl)(3-p-tolylprop-2-ynyl)sulfane 
• 1268381-66-3 1-nitro-2-(3-(3-p-tolylprop-2-ynylsulfonyl)prop-1-ynyl)benzene 
• 1268381-70-9 4-(3-(3-p-tolylprop-2-ynylthio)prop-1-ynyl)benzonitrile 
• 1268381-65-2 4-(3-(3-p-tolylprop-2-ynylsulfonyl)prop-1-ynyl)benzonitrile 
• 1174411-59-6 1-methyl-4-(6-methyl-4-(phenylsulfonyl)hept-5-en-1-ynyl)benzene 
• 18913-31-0 2,3-butadien-1-ol 
• 1366416-76-3 4-(4-methylphenyl)-1-[4-(trifluoromethyl)phenyl]but-3-yn-1-ol 

Relevant academic research and scientific papers

Copper(I)-Catalyzed Intramolecular Cyclization of o-Propargyloxy Diketopiperazines to Access Diverse Diazabicyclic and Spiro-Diketopiperazinochromanes

In this report, two distinctive intramolecular cyclizations of o-propargyloxy diketopiperazines (achieved from a one-pot Ugi post-transformation) is achieved via a copper(I)-catalyzed intramolecular reaction of azomethine ylide and alkyne moiety. The presence of internal alkyne in the starting materials directed the reaction towards through [3+2]-cycloaddition, while terminal alkyne led to a spirocyclization reaction between azomethine ylide and terminal unsaturated C?C bond. This method offering an opportunity for the synthesis of challenging Diazabicyclics and Spiro-Diketopiperazinochromanes in high yields with exclusive diastereoselectivity. (Figure presented.).

Iron-Catalyzed [2+2+2] Annulation of Aliphatic Bridged 1,n-Enynes with Aldehydes for the Synthesis of Fused Pyrans

An iron-catalyzed [2+2+2] annulation of aliphatic bridged 1,n-enynes with aldehydes was developed. Aldehydes play a dual role as the precursors of acyl radicals to trigger the cascade cyclization but also as the radical acceptors to terminate the annulation. This two-in-one strategy overcomes the limitation in [2+2+m] cyclization that requires a rigid benzene skeleton as the essential linker, thus enabling the efficient synthesis of functionalized fused [5.6] and [6.6] pyran skeletons.

Rhodium(i)-catalyzed Pauson-Khand-type reaction using formic acid as a CO surrogate: An alternative approach for indirect CO2 utilization

Formic acid is found to be an ideal CO surrogate for the rhodium(i)-catalyzed Pauson-Khand-type (PK-type) reaction of various substituted 1,6-enynes to afford bicyclic cyclopentenones in moderate to good yields. High TON value of up to 263 and good results in the gram-scale experiment were also obtained, demonstrating the efficacy of this methodology. In addition, heterocyclic molecules of pharmaceutical importance were also furnished via inter- or intra-molecular hetero-PK-type reactions, further broadening the application of current strategy. In this protocol, formic acid was utilized as a bridging molecule for the conversion of CO2 to CO, since formic acid is manufactured via catalytic hydrogenation of CO2 and releases CO in the presence of acetic anhydride readily. Therefore, this methodology represents a green and indirect approach for chemical valorization of CO2 in the preparation of value-added compounds.

Iron-Catalyzed Coupling of Propargyl Bromides and Alkyl Grignard Reagents

An iron-catalyzed Kumada-type cross-coupling reaction of propargyl halides with alkylmagnesium reagents is described. The reaction is fast, takes place in smooth conditions, tolerates several functional groups that would be able to react with the Grignard reagent, and may afford either allene or propargyl coupling derivatives. Factors involved in the observed regioselectivity have been studied.

Design and synthesis of novel xanthine derivatives as potent and selective A2B adenosine receptor antagonists for the treatment of chronic inflammatory airway diseases

Adenosine induces bronchial hyperresponsiveness and inflammation in asthmatics through activation of A2B adenosine receptor (A2BAdoR). Selective antagonists have been shown to attenuate airway reactivity and improve inflammatory cond

Synthesis of 3-benzylisoquinolines by domino imination/cycloisomerisation of 2-propargylbenzaldehydes

An easy entry to uncommon 2-propargylbenzaldehydes was developed. 2-Propargylbenzaldehydes demonstrated to be suitable building blocks for the synthesis of 3-benzyl isoquinolines by microwave promoted domino imination/cycloisomerisation in the presence of

Room temperature syntheses of entirely diverse substituted β-fluorofurans

Synthesis of highly substituted 3-fluorofurans is reported. The sequence began with preparation of tert-butyldimethylsilyl alk-1-en-3-yn-1-yl ethers from 1,4-disubstituted alk-3-yn-1-ones. Subsequent fluorination of alkenynyl silyl ethers with Selectfluor

Lactone radical cyclizations and cyclization cascades mediated by SmI 2-H2O

Unsaturated lactones undergo reductive radical cyclizations upon treatment with SmI2-H2O to give decorated cycloheptanes in a single highly selective operation during which up to three contiguous stereocenters are generated. Furthermore, cascade processes involving lactones bearing two alkenes, an alkene and an alkyne, or an allene and an alkene allow "one-pot" access to biologically significant molecular scaffolds with the construction of up to four contiguous stereocenters. The cyclizations proceed by the trapping of radical anions formed by electron transfer reduction of the lactone carbonyl.

Iodocyclization of hydroxylamine derivatives based on the control of oxidative aromatization leading to 2,5-dihydroisoxazoles and isoxazoles

An efficient method for the synthesis of 2,5-dihydroisoxazoles and isoxazoles using iodocyclization of N-alkoxycarbonyl O-propargylic hydroxylamines has been developed. 2,5-Dihydro-4-iodoisoxazole underwent the cross-coupling reactions without aromatization to afford polyfunctionalized 2,5-dihydroisoxazoles. This process was applied to the preparation of valdecoxib and its 2,5-dihydro-derivative.

Synthesis of carbazoles by gold(I)-catalyzed carbocyclization of 2-(enynyl)indoles

A new synthetic protocol for carbazoles through gold(I)-catalyzed intramolecular hydroarylation of (Z)-2-(enynyl)indoles was achieved in good yields. The requisite (Z)-2-(enynyl)indoles were synthesized stereoselectively by trimethylgallium-promoted, Z-selective Wittig olefination of N-alkylindole-2-carboxaldehydes with propargyl ylides. Substrates possessing both alkyl as well as aromatic groups are well tolerated under these reaction conditions. Georg Thieme Verlag Stuttgart.