Intermolecular cyclotrimerization of haloketoalkynes and internal alkynes: facile access to arenes and phthalides was written by Silvestri, A. P.;Oakdale, J. S.. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020.Recommanded Product: 2387-23-7 This article mentions the following:
A highly chemo- and regioselective cyclo(co)trimerization between 3-halopropiolamides RC(O)CCX [R = dimethylaminyl, morpholin-4-yl, 4-(ethoxycarbonyl)piperidin-1-yl, 4-([3-(propan-2-yloxy)propyl]carbamoyl)piperidin-1-yl, etc.; X = H, Br, Cl] and internal alkynes R1CCR2 [R1 = H, n-Bu, 4-cyanophenyl, thiophen-3-yl, etc.; R2 = H, Me, 4-methoxyphenyl, thiophen-3-yl, etc.; R1R2 = -(CH2)10-] is reported. The reaction is catalyzed by CpRuCl(COD) and proceeds under air at ambient temperature in ethanol with no addnl. precautions. Iodo-, bromo-, and chloropropiolamides, esters, and ketones are viable coupling partners and, in a 2:1 stoichiometry relative to internal alkyne, yield fully-substituted arenes I and II in a single step. The highest regioselectivities (96% single isomer) were observed when employing 2° and 3°-halopropiolamides. A mechanistic hypothesis accounting for this selectivity is proposed. Notably, by using 1,4-butynediol as the internal alkyne, in situ lactonization following [2+2+2]-cycloaddition generates therapeutically-relevant phthalide pharmacophores III directly. In the experiment, the researchers used many compounds, for example, 1,3-Dicyclohexylurea (cas: 2387-23-7Recommanded Product: 2387-23-7).
1,3-Dicyclohexylurea (cas: 2387-23-7) belongs to amides. Amides can be viewed as a derivative of a carboxylic acid RC(=O)OH with the hydroxyl group –OH replaced by an amine group −NR′R″; or, equivalently, an acyl (alkanoyl) group RC(=O)− joined to an amine group. The presence of the amide group –C(=O)N– is generally easily established, at least in small molecules. It can be distinguished from nitro and cyano groups in IR spectra. Amides exhibit a moderately intense νCO band near 1650 cm−1. By 1H NMR spectroscopy, CONHR signals occur at low fields. In X-ray crystallography, the C(=O)N center together with the three immediately adjacent atoms characteristically define a plane.Recommanded Product: 2387-23-7
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics