74401-08-4Relevant articles and documents
From Benzofurans to Indoles: Palladium-Catalyzed Reductive Ring-Opening and Closure via β-Phenoxide Elimination
Perego, Luca A.,Wagschal, Simon,Grüber, Raymond,Fleurat-Lessard, Paul,El Ka?m, Laurent,Grimaud, Laurence
supporting information, p. 151 - 159 (2018/12/05)
Benzofurans can undergo ring-opening by a palladium-catalyzed process resulting in C?O bond breaking. Benzofuran-tethered 2-iodoanilines give synthetically interesting 2-(3-indolylmethyl)phenols in an overall reductive process. Mechanistic studies suggest that this unusual reaction proceeds by carbopalladation of benzofuran giving a 3-palladated 2,3-dihydrobenzofuran intermediate, which then fragments by an uncommon trans-elimination of the phenoxide group β to the metal. In this transformation, N,N-diisopropylethylamine (DIPEA) acts as a base and as a reducing agent: it regenerates palladium(0) from palladium(II), thus allowing catalytic turnover. (Figure presented.).
Nhc-catalyzed reactions of aryloxyacetaldehydes: A domino elimination/conjugate addition/acylation process for the synthesis of substituted coumarins
Phillips, Eric M.,Wadamoto, Manabu,Roth, Howard S.,Ott, Andrew W.,Scheidt, Karl A.
supporting information; experimental part, p. 105 - 108 (2009/06/28)
N-Heterocyclic carbenes (NHCs) catalyze a domino Michael addition/acylation reaction to form 3,4-dihydrocoumarins. The reaction proceeds through addition of the NHC to an aryloxyaldehyde followed by elimination of a phenoxide leaving group, generating an
Seitenarmbeteiligung bei der Vier-Komponenten-Templatsynthese eines Krone-10-Derivates
Merz, Andreas,Schneider, Oliver,Parkanyi, Laszlo
, p. 2533 - 2535 (2007/10/03)
Keywords: Cyclisierungen; Enolate; Kronenether; NMR-Spektroskopie; Templatsynthesen
Fluorescent Dyes with Large Stokes Shifts - a Simple Synthesis of -3,3'-diol
Langhals, Heinz,Pust, Stefan
, p. 4674 - 4681 (2007/10/02)
-3,3'-diol (4) is obtained in one step from furoin (8) by Zincke rearrangement in 32percent yield.The fluorescence quantum yield of the dye is 50percent in chloroform - absorption and fluorescence spectra are completely separated (TZ = 1011).The large Stokes shift is caused by a proton transfer according to the Foerster mechanism.
Synthesis of 2-amino-4-(2-benzofuryl)Δ1 pyrrolines and study of their antidysrhythmic properties
Maillard,Langlois,Vo Van,et al.
, p. 353 - 358 (2007/10/02)
The synthesis of 2-amino 4(2-benzofuryl)Δ1 pyrrolines, substituted in the aromatic ring and/or on the nitrogen atom of the amino group, is described. These derivatives are obtained from 3 (2-benzofuryl) acrylic esters, on which nitromethane is added. The reduction of 4-nitrobutyric esters lead to pyrrolidinones, and then to the entitled derivatives. Some analogs, the benzofuran ring of which is replaced by another heterocycle, were also prepared. Some of them exhibit interesting antidysrhythmic properties.
Nitrogen-containing heterocyclic compound having acetal group and method for manufacture thereof
-
, (2008/06/13)
A novel compound represented by the general formula: STR1 [wherein, A is one member selected from the group consisting of STR2 (where R2 and R3 are each an alkyl group and R4 is an alkylene group), Y is one member selected
