Although many compounds look similar to this compound(97739-46-3)Quality Control of 1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane, numerous studies have shown that this compound(SMILES:CC1(C2)OC(C3)(C)OC2(C)OC3(C)P1C4=CC=CC=C4), has unique advantages. If you want to know more about similar compounds, you can read my other articles.
The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane( cas:97739-46-3 ) is researched.Quality Control of 1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane.Sha, Feng; Alper, Howard published the article 《Ligand- and Additive-Controlled Pd-Catalyzed Aminocarbonylation of Alkynes with Aminophenols: Highly Chemo- and Regioselective Synthesis of α,β-Unsaturated Amides》 about this compound( cas:97739-46-3 ) in ACS Catalysis. Keywords: unsaturated amide regioselective preparation; palladium catalyst aminocarbonylation alkyne aminophenol carbon monoxide. Let’s learn more about this compound (cas:97739-46-3).
This work describes the chemo- and regioselective direct aminocarbonylation of alkynes withh aminophenols to form hydroxy-substituted α,β-unsaturated amides in good to excellent yields. The latter are valuable compounds in pharmaceuticals and natural products. By a simple choice of different ligands and additives, branched or linear isomers could be selectively formed in excellent regioselectivity. Using a combination of boronic acid and 5-chlorosalicylic acid (“”BCSA””) as the additives, linear amides were obtained in high yields and selectivities using 1,2-bis(di-tert-butylphosphinomethyl)benzene (DTBPMB) as the ligand. On the other hand, branched amides could be approached by introducing 1,3-bis(diphenylphosphino)propane as the ligand and p-TsOH·H2O as the additive. In addition to the hydroxyl group, other functional substituents, such as carboxyl and vinyl groups, could also be tolerated using this method. As an application of this strategy, the natural product avenanthramide A could be synthesized directly in 84% yield and in 99% regioselectivity via the carbonylation of 2-amino-5-hydroxybenzoic acid and 4-ethynylphenol. Further studies show that the ligands and the additives are keys to good yields and selectivities.
Although many compounds look similar to this compound(97739-46-3)Quality Control of 1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane, numerous studies have shown that this compound(SMILES:CC1(C2)OC(C3)(C)OC2(C)OC3(C)P1C4=CC=CC=C4), has unique advantages. If you want to know more about similar compounds, you can read my other articles.
Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics