2012
DOI: 10.1021/ie202369w
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Synthesis of 1-Indanones from Benzoic Acids

Abstract: An improved process for the preparation of 1-indanones from various benzoic acids is described. This process involves a Friedel–Crafts acylation between a substituted benzoyl chloride and ethylene, followed by an intramolecular Friedel–Crafts alkylation in the presence of aluminum chloride. The described process combines three steps into a one-pot process, is scalable, is cost-effective, and thus has a general applicability in manufacturing production of various 1-indanones.

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Cited by 12 publications
(12 citation statements)
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“…[7] This work represents one of the most effective LbL coatings, and has led to the successful application of intumescing recipes on other fabric types (ramie, [9] polyethylene terephthalate, [11] polyethylene terephthalate-cotton blends, [12] nylon, [13] etc.). Numerous other LbL-applied FR (non-intumescening) recipes, containing diverse building blocks, such as clay and carbon nanotubes, have also shown good FR behavior by reducing the flammability of the base substrate (e.g., cotton fabric, [14][15][16][17][18][19][20][21][22] polylactic acid film, [23] polyurethane foam, [24][25][26][27] polycarbonate film, [15] etc.). LbL processing now appears to be a viable method to impart flame resistance to textiles, with comparable or improved performance relative to wellestablished approaches such as fiber blending, surface treatment, FR additives engineered into the backbone of synthetic fibers, and nanocomposite based-coatings.…”
Section: Introductionmentioning
confidence: 99%
“…[7] This work represents one of the most effective LbL coatings, and has led to the successful application of intumescing recipes on other fabric types (ramie, [9] polyethylene terephthalate, [11] polyethylene terephthalate-cotton blends, [12] nylon, [13] etc.). Numerous other LbL-applied FR (non-intumescening) recipes, containing diverse building blocks, such as clay and carbon nanotubes, have also shown good FR behavior by reducing the flammability of the base substrate (e.g., cotton fabric, [14][15][16][17][18][19][20][21][22] polylactic acid film, [23] polyurethane foam, [24][25][26][27] polycarbonate film, [15] etc.). LbL processing now appears to be a viable method to impart flame resistance to textiles, with comparable or improved performance relative to wellestablished approaches such as fiber blending, surface treatment, FR additives engineered into the backbone of synthetic fibers, and nanocomposite based-coatings.…”
Section: Introductionmentioning
confidence: 99%
“…The dimensions of the weave structure in the pristine, KH550 treated and poly(DPA-PDCP)/PEI-coated ramie fabrics are identical, which means that the LbL coating process does not alter the fabric dimensions. 20 The pristine ramie showed a clean surface, the ramie fibers were smooth, and many interspaces existed between fibers. The morphology of KH550 treated ramie fabrics showed no noticeable difference with pristine fabrics, indicating that the KH550 pretreatment process possessed a weak influence on the ramie fabric morphology.…”
Section: Sem Analysismentioning
confidence: 98%
“…The LbL technique is a multistep process based on the alternate adsorption of species by a specific interaction, such as electrostatic attraction, donor/acceptor, hydrogen bond, and covalent bond on different substrates. [13][14][15][16][17][18][19][20][21] By incorporating acid, carbon and gas sources simultaneously in the LbL coating, an intumescent flame retardant (IFR) treatment can be easily obtained, along with a blown charred structure protecting the underlying substrate in the event of a fire.…”
Section: Introductionmentioning
confidence: 99%
“…In another example, crude benzoyl chlorides (obtained from benzoic acid and SOCl 2 ) were treated with ethylene in the presence of AlCl 3 to give indanones 27 through the intermediate formation of 3‐chloro‐1‐phenylpropan‐1‐ones (Scheme ) …”
Section: Synthesis Of Indanesmentioning
confidence: 99%
“…In another example, crude benzoyl chlorides (obtained from benzoica cida nd SOCl 2 )w ere treated with ethylene in the presence of AlCl 3 to give indanones 27 through the intermediate formation of 3-chloro-1-phenylpropan-1-ones (Scheme 9). [19] In as imilarp rocess, FC acylation of arenes with a,b-unsaturated acyl chlorides, carriedo ut with AlCl 3 under MW irradiation, wasf ollowedb yt he in situ intramolecular FC alkylation to give indanones 28 (Scheme 10). [20] New [60]fullerene-fused indaned erivatives 30 were obtained upon addition of AlCl 3 to the acetate-mediated radical reaction of [60]fullerenew ith 2-arylmalonates and 2-arylcyanoacetates.…”
Section: Intramolecular Friedel-crafts-typec Yclization Reactionsmentioning
confidence: 99%