16466-97-0

Usage

Uses

Used in Chemical Synthesis:
1-PROPYNYLMAGNESIUM BROMIDE is used as a reagent for the preparation of hydroxy enynes, which can undergo gold(I)-catalyzed benzannulation to form tetrahydronaphthalenes. This process is important in the synthesis of complex organic molecules and pharmaceutical compounds.
Used in Organic Transformations:
1-Propynylmagnesium Bromide Solution is a useful research reagent for chemical and organic transformations. It is particularly employed in the synthesis of lasonolides, a novel class of polyketides with significant biological activity. These compounds have demonstrated in vitro effectiveness against a variety of cancer cell lines, making them potential candidates for the development of new anticancer drugs.

InChI:InChI=1/C3H2Br.Mg/c1-2-3-4;/h3H2;/q;+1/rC3H2BrMg/c4-2-1-3-5/h2H2/q+1

Upstream product

• 925-90-6 ethylmagnesium bromide 
• 74-99-7 prop-1-yne 
• 74-96-4 ethyl bromide 

Downstream Products

• 10229-10-4 pent-3-yn-1-ol 
• 63124-68-5 (E)-1-phenyl-1-hexen-4-yn-3-ol 
• 184577-40-0 (+/-)-1-phenylhex-4-yn-3-ol 
• 102018-51-9 1,2-bis-(4-methoxy-phenyl)-pent-1-en-3-yne 
• 6224-91-5 trimethyl(prop-1-ynyl)silane 
• 624-66-8 1-iodo-1-propyne 
• 697-37-0 1-(1-propynyl)cyclohexanol 
• 32398-66-6 1-phenylbut-2-yn-1-ol 
• 20739-59-7 hex-4-yn-3-ol 
• 24580-60-7 4-methyl-1-prop-1-ynyl-cyclohexanol 
• 7517-10-4 (+/-)-2c-methyl-1-prop-1-ynyl-cyclohexan-r-ol 
• 7517-10-4 (+/-)-2t-methyl-1-prop-1-ynyl-cyclohexan-r-ol 
• 74-96-4 ethyl bromide 
• 7747-84-4 1-chloro-1-propyne 

Relevant academic research and scientific papers

Palladium(II)-catalyzed dicarboxymethylation of chiral allylic alcohols: Chirality transfer affording optically active diesters containing three contiguous chiral centers

This manuscript describes the extension of Stille's palladium-catalyzed olefin dicarbonylation reaction to chiral allylic alcohols with chirality transfer to afford the corresponding chiral alcohol functionalized with bis-carbomethoxy esters, containing three contiguous chiral centers, in good to excellent diastereoselectivities (78-98%).

Synthesis of 9- and 10-membered rings by the intramolecular Michael addition of malonate on enone and ynone

The base-catalysed (Cs2CO3 in THF/DMF) intramolecular Michael addition of β-ketoester-ynones 7-10 and -enone 11 is reported.Macrocyclization (Table 1), which produced the corresponding medium rings, was observed in 25-50percent yield.

Poly(dimethylsilmethylene) methylacetylene compound and a method for the preparation thereof

The invention provides a novel organosilicon compound poly(dimethylsilmethylene) methylacetylene compound of the formula MeC C--SiMe2 --CH2 --SiMe2)n Me, in which Me is a methyl group and n is a positive integer of 1 to 25. The compound is synthesized by reacting a propynylmagnesium halide of the formula MeC CMgX, in which X is a halogen atom, or (propynyl dimethylsilyl)methylmagnesium chloride of the formula MeC C--SiMe2 --CH2 MgCl with chloromethyl dimethyl chlorosilane in the presence of metallic magnesium and hydrolyzing the reaction product. Specifically, 1-propynyl-1,1,3,3,3-pentamethyl disilmethylene, i.e. the inventive compound with n=1, is synthesized by reacting (propynyl dimethylsilyl)methylmagnesium chloride with trimethyl chlorosilane.

Asymmetric synthesis of optically active compounds

Asymmetric synthesis of optically active 3,7,11-trimethyl-dodecan-1-ol, an intermediate for producing optically active vitamin E, from isovaleraldehyde or prenal including intermediates in this synthesis.