02136nas a2200217   4500008004100000022001400041245019200055210006900247260010600316300001400422490000700436520118400443653003201627653003801659653001801697653001501715653002001730100002201750700001901772856012701791       2006                        eng d  a0040-402000aHaval-Argade contrathermodynamic rearrangement of alkylidenesuccinimides to alkylmaleimides via the corresponding isoimides: a general approach to alkyl and dialkyl substituted maleimides0 aHavalArgade contrathermodynamic rearrangement of alkylidenesucci  aTHE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLANDbPERGAMON-ELSEVIER SCIENCE LTDcAPR  a3557-35630 v623 a<p>A simple and efficient access to alkyl and dialkyl substituted maleimides has been demonstrated via the new contrathermodynamic rearrangement of (E)-alkylidenesuccinimides to alkylinaleimides. The (E)-alkylidenesuccinimides obtained from the Wittig-condensation of N-arylmaleimide with aliphatic aldehydes oil regioselective hydrolysis furnished the corresponding (E)-alkylidenesuccinanilic acids in 95-98% yields. The beta-alkylidenesuccinanilic acids oil treatment with cyanuric chloride in the presence of triethylamine gave the corresponding beta-alkylisomaleimides in 78-80% yields via the beta-alkylideneisosuccinimides with the exocyclic to endocyclic carbon-carbon double bond migration. The kinetically controlled products alkylisomaleimides in refluxing acetic acid furnished the thermodynamically controlled alkylinaleimides in 98% yield. The Wittig condensation of alkyl substituted isomaleimides/maleimides with aliphatic aldehydes gave the desired dialkyl substituted maleimides in high yields. A conversion of alpha-methylenesuccinanilic acids to alpha-methylisomaleimides has also been described, with 90% yield. (c) 2006 Elsevier Ltd. All rights reserved.</p>10aalkyl and dialkylmaleimides10acontrathermodynamic rearrangement10aisomaleimides10amaleimides10awittig coupling1 aHaval, Kishan, P.1 aArgade, N., P.  uhttps://library.ncl.res.in/content/haval-argade-contrathermodynamic-rearrangement-alkylidenesuccinimides-alkylmaleimides-001546nas a2200229   4500008004100000022001400041245014900055210006900204260010600273300001400379490000700393520059100400653001300991653001301004653004401017653004101061653001401102100002601116700002401142700001901166856013101185       2007                        eng d  a0040-403900aHexamethyldisilazane-iodine induced intramolecular dehydrative cyclization of diamides: a general access to natural and unnatural quinazolinones0 aHexamethyldisilazaneiodine induced intramolecular dehydrative cy  aTHE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLANDbPERGAMON-ELSEVIER SCIENCE LTDcAPR  a3243-32460 v483 a<p>A simple and efficient general approach to various quinazolinone scaffolds, including peptidomimetic examples, has been demonstrated by employing HMDS/I-2 for the intramolecular dehydrative cyclization of diamides. The protecting groups -Boc, -Fmoc and -Cbz tolerated the present reaction conditions and we did not observe any racemization. The present protocol has also been used as a key step for the efficient four-step syntheses of the naturally occurring quinazolinones, sclerotigenin, (-)-circumdatin-F and (-)-fumiquinazoline-F. (c) 2007 Elsevier Ltd. All rights reserved.</p>10adiamides10aHMDS/I-210aintramolecular dehydrative cyclizations10anatural and unnatural quinazolinones10asynthesis1 aKshirsagar, Umesh, A.1 aMhaske, Santosh, B.1 aArgade, N., P.  uhttps://library.ncl.res.in/content/hexamethyldisilazane-iodine-induced-intramolecular-dehydrative-cyclization-diamides-general