14563-40-7Relevant articles and documents
Synthesis of Medium-Ring-Sized Benzolactams by Using Strong Electrophiles and Quantitative Evaluation of Ring-Size Dependency of the Cyclization Reaction Rate
Kurouchi, Hiroaki,Ohwada, Tomohiko
, p. 876 - 901 (2019/12/30)
Benzolactams with medium-sized rings were synthesized via the electrophilic aromatic substitution reaction of carbamoyl cations (R1R2N+═C═O) in good to high yields without dilution. These reactions were utilized to quantitatively examine the extent of retardation of medium-sized ring formation, compared to five- or six-membered ring formation. The order of reaction rates of formation of cyclic benzolactams is six- > five- > seven- > eight- > nine-membered ring at 25 °C. The present reaction provides a route to eight- A nd nine-membered benzolactams.
New chemo and chemo-enzymatic synthesis of β-benzyl-γ-butyrolactones
Koul,Singh,Taneja,Qazi
, p. 3487 - 3491 (2007/10/03)
β-Benzyl-γ-butyrolactones, important intermediates for the synthesis of butyrolactone lignans, have been synthesized by a new route involving preparation of α-β-unsaturated formyl esters. The formyl esters can easily be converted into the desired butyrolactones either through chemical transformations or by enzymatic methods.
ELECTRON DEFICIENT HETEROAROMATIC AMMONIOAMIDATES, XXIII. HETEROAROMATIC AMMONIOAMIDATES WITH BRIDGE-HEAD ammonium-NITROGEN
Fetter, J.,Lempert, K.,Moeller, J.,Nyitrai, J.,Zauer, K.
, p. 43 - 58 (2007/10/02)
Two novel type heteroaromatic ammonioamidates of the general structure 2 with bridge-head ammonium-nitrogen, and the ammonium and amidate nitrogen as well as the amidate carbon atoms incorporated into a ring, viz. the angularly condensed dihydropyridazinoquinazoliniumolates 4 and 5 have been synthesized by cyclization of the dihydropyridazinone 15 and the aminoquinazolinium derivative 17, respectively.Cyclization of the 2-(methoxycarbonylalkyl)-3-quinazolinoamides 30 and 31 to furnish the linearly anellated type 2 compounds, 7 and 8, could not be brought about.The azides 24 and 36A did not cyclize with elimination of nitrogen to furnish compounds 5 or 6 and 9, respectively; instead, they reacted as acylating agents to give the diacylhydrazines 25 and 37, respectively.In contrast to the type 38a-38c quinazolinoamidates, compound 4 proved stable to Pyrex-filtered light.
