697742-45-3Relevant academic research and scientific papers
Palladium-Catalyzed Formal (5 + 2) Annulation between ortho-Alkenylanilides and Allenes
Cendón, Borja,Casanova, Noelia,Comanescu, Cezar C.,García-Fandi?o, Rebeca,Seoane, Andrés,Gulías, Moisés,Mascare?as, José L.
, p. 1674 - 1677 (2017/04/11)
2-Alkenyltriflylanilides react with allenes upon treatment with catalytic amounts of Pd(OAc)2 and Cu(II) to give highly valuable 2,3-dihydro-1H-benzo[b]azepines, in good yields, and with very high regio- and diastereoselectivities. Density functional theory (DFT) calculations suggest that the C-H activation of the alkenylanilide involves a classical concerted metalation-deprotonation (CMD) mechanism.
Copper-catalyzed synthesis of N-aryl and N-sulfonyl indoles from 2-vinylanilines with O2 as terminal oxidant and TEMPO as cocatalyst
Liwosz, Timothy W.,Chemler, Sherry R.
supporting information, p. 335 - 339 (2015/02/19)
A copper-catalyzed intramolecular alkene oxidative amination that utilizes TEMPO as cocatalyst and O2 as the terminal oxidant has been developed. The method furnishes N-aryl and N-sulfonyl indoles from N-aryl and N-sulfonyl 2-vinylanilines, res
Novel formation of indoles and 3,1-benzoxazines from o-alkenylanilides and dimethyl(methylthio)sulfonium trifluoromethanesulfonate
Okuma, Kentaro,Yasuda, Takumi,Takeshita, Itsuki,Shioji, Kosei,Yokomori, Yoshinobu
, p. 8250 - 8254 (2008/02/08)
The reaction of dimethyl(methylthio)sulfonium trifluoromethanesulfonate (DMTST) with o-allylphenol gave 2-methylthiomethyl-2,3-dihydrobenzofuran in 97% yield. The reaction of DMTST with N-tosyl-o-isopropenylanilide followed by the addition of aq sodium carbonate afforded N-tosyl-3-methylindole in 88% yield, whereas N-tosyl-o-vinylanilide afforded N-tosylindoline in 85% yield.
Regioselective synthesis of benzazetines and indoles from alkenylanilides and dimethyl(methylthio)sulfonium trifluoromethanesulfonate
Okuma, Kentaro,Takeshita, Itsuki,Yasuda, Takumi,Shioji, Kosei
, p. 1122 - 1123 (2007/10/03)
Regioselective synthesis of benzazetines and indoles from o-alkenylanilides was achieved. The reaction of o-vinylbenzanilide with dimethyl(methylthio) sulfonium trifluoromethanesulfonate (DMTST) gave the corresponding benzazetine in 92% yield, whereas the
N1-benzenesulfonylgramine and N 1-benzenesulfonylskatole: Novel 5-HT6 receptor ligand templates
Pullagurla, Manik R.,Dukat, Ma?gorzata,Setola, Vincent,Roth, Bryan,Glennon, Richard A.
, p. 3355 - 3359 (2007/10/03)
1-Benzenesulfonyl-5-methoxy-N,N-dimethyltryptamine (3; Ki=2.3 nM) is a 5-HT6 receptor antagonist; removal of the 5-methoxy group (i.e., 6; Ki=4.1 nM) has little impact on receptor affinity. In the present study, it is shown that the aminomethyl portion of 6 can be shortened to gramine analogue 10a (Ki=3.1 nM); a related skatole derivative 11b (Ki=12 nM) also binds with high affinity indicating that the aminoethyl portion of the tryptamines is not required for binding. Compounds 10a and 11b represent members of novel classes of 5-HT6 antagonists.
