73513-15-2

Upstream product

• 1794-48-5 1-bromo-3-phenylprop-2-yne 
• 1504-58-1 3-Phenyl-2-propyn-1-ol 
• 591-50-4 iodobenzene 
• 3355-31-5 1-chloro-3-phenyl-2-propyne 

Downstream Products

• 1263144-92-8 C₁₇H₂₃NO₃S 
• 673-32-5 1-Phenylprop-1-yne 
• 2327-99-3 1-phenylpropadiene 
• 17572-78-0 1,4-diphenylbut-3-yn-1-ol 
• 165335-53-5 1,2-diphenyl-2,3-butadien-1-ol 
• 174712-01-7 N-allyl-N-(3-phenyl-2-propynyl)-4-tolylsulfonamide 
• 346621-58-7 dimethyl 2-(3-phenylprop-2-yn-1-yl)malonate 

Relevant academic research and scientific papers

Synthesis of Azepino[1,2-a]indole-10-amines via [6+1] Annulation of Ynenitriles with Reformatsky Reagent

Lewis acid-catalyzed [6+1] annulation reactions of 2-cyano-1-propargyl- and 2-alkynyl-1-cyanomethyl-indoles with Reformatsky reagent are described. 8-Aryl, 8-alkyl-, 8-hetaryl-, 9-aryl, and 9-alkyl-azepino[1,2-a]indole amines were obtained through a 7-endo-mode cyclization of the β-aminoacrylate intermediates. The antiproliferative activity of the azepino[1,2-a]indoles analogs against the HCT-116 cells were also examined.

Direct Trifluoromethoxylation without OCF3-Carrier through In Situ Generation of Fluorophosgene

Owing to the high interest in the OCF3 group for pharmaceutical and agrochemical applications, trifluoromethoxylation received great attention in the last years with several new methods for this approach towards OCF3-comprising compounds. Yet, it most often requires the beforehand preparation of specific F3CO? transfer reagents, which can be toxic, expensive, unstable, and/or generate undesired side-products upon consumption. To circumvent this, the in-situ generation of gaseous fluorophosgene from triphosgene, its conversion by fluoride into the OCF3 anion, and the direct use of the latter in nucleophilic substitutions is an appealing strategy, which, although recently approached, has not been fully exploited. We disclose herein our efforts towards this aim.

Construction of Hexahydrophenanthrenes By Rhodium(I)-Catalyzed Cycloisomerization of Benzylallene-Substituted Internal Alkynes through C?H Activation

The treatment of benzylallene-substituted internal alkynes with [RhCl(CO)2]2effects a novel cycloisomerization by C(sp2)?H bond activation to produce hexahydrophenanthrene derivatives. The reaction likely proceeds through consecutive formation of a rhodabicyclo[4.3.0] intermediate, σ-bond metathesis between the C(sp2)?H bond on the benzene ring and the C(sp2)?RhIIIbond, and isomerization between three σ-, π-, and σ-allylrhodium(III) species, which was proposed based on experiments with deuterated substrates.

Pauson-Khand reactions in a photochemical flow microreactor

Pauson-Khand reactions were achieved at ambient temperature without any additive using a photochemical flow microreactor. The efficiency of the reaction was better than that in a conventional batch reactor, and the reaction could be operated continuously for 1 h.

Theoretical support for the involvement of a radical pathway in the formation of allenylzincs from propargyl iodides and dialkylzincs: Influence of zinc coordination

Propargyl iodides are good precursors for allenylzincs via reaction with diethylzinc, even in nondegassed medium. These reactions proceed via zinc/iodine exchange. Owing to the previously reported detection of propargyl radical by ESR experiments, in this process a radical mechanism was suspected. Calculations of the C-Zn BDEs in allenyl- and propargylzinc species were performed with the CBS-QB3 method to demonstrate that propargyl radicals could undergo homolytic substitution at zinc. The stabilization of allenylzinc derivatives by chelation, made possible by the selection of appropriate ortho-substituted 3-phenylalkynyl iodides as precursors, was shown to influence the regioselectivity of their addition to aldehydes and ketones. The more stabilized the chelated allenylzinc intermediate, the higher the ratio of homopropargylic alcohols.

Sequential epoxide fragmentation/radical cyclizations mediated by samarium(II) iodide

A sequential reductive coupling process promoted by samarium(II) iodide is described. Cascade epoxide ring opening and two sequential radical cyclizations lead to a variety of bicyclo[m.n.0] systems as mixtures of diastereomers.