20734-67-2Relevant articles and documents
First synthesis of BU-4664L
Takahashi, Yusuke,Hirokawa, Takafumi,Watanabe, Mai,Fujita, Satomi,Ogura, Yusuke,Enomoto, Masaru,Kuwahara, Shigefumi
, p. 5670 - 5672 (2015)
The first synthesis of BU-4664L, an actinomycte-produced N-farnesylated dibenzodiazepinone with important biological activities, has been achieved in 18% overall yield from a known benzoic acid derivative by a nine-step sequence that involves an intramolecular Buchwald-Hartwig coupling of a sterically demanding bromo amine intermediate to install the unique tricyclic ring system.
Gold-catalyzed annulations of: N -aryl ynamides with benzisoxazoles to construct 6 H -indolo[2,3- b] quinoline cores
Tsai, Meng-Han,Wang, Cheng-Yu,Kulandai Raj, Antony Sekar,Liu, Rai-Shung
supporting information, p. 10866 - 10869 (2018/10/02)
This work reports new annulations of N-aryl ynamides with benzisoxazoles to form 6H-indolo[2,3-b]quinoline derivatives. The synthetic utility of this new method is manifested by its applicability to access naturally occurring alkaloids including norcryptotackeine, neocryptolepine and 11-methylneocryptol-epine. Our experimental data indicate that higherature conditions allow N-aryl nucleophiles to become conformationally flexible, rendering the attack at gold carbenes effective to generate reactive indoles that attack again the benzaldehyde to furnish the observed products.
Heck arylation of styrenes promoted by an air-stable phosphinito complex with palladium(II); Synthesis of resveratrol
Morales-Serna, Jose Antonio,Zuniga-Martinez, Armando,Salmon, Manuel,Gavino, Ruben,Cardenas, Jorge
experimental part, p. 446 - 452 (2012/03/11)
An air-stable phosphinito complex of palladium(II) was found to be an efficient catalyst in the Heck reaction of a variety of aryl halides and styrenes. Resveratrol was concisely synthesized in 63% overall yield; the reactions were performed under conventional and microwave heating. Georg Thieme Verlag Stuttgart New York.
Transfer, amplification, and inversion of helical chirality mediated by concerted interactions of C3-supramolecular dendrimers
Peterca, Mihai,Imam, Mohammad R.,Ahn, Cheol-Hee,Balagurusamy, Venkatachalapathy S. K.,Wilson, Daniela A.,Rosen, Brad M.,Percec, Virgil
supporting information; experimental part, p. 2311 - 2328 (2011/04/23)
The synthesis, structural, and retrostructural analysis of two libraries containing 16 first and second generation C3-symmetric self-assembling dendrimers based on dendrons connected at their apex via trisesters and trisamides of 1,3,5-benzenetricarboxylic acid is reported. A combination of X-ray diffraction and CD/UV analysis methods demonstrated that their C3-symmetry modulates different degrees of packing on the periphery of supramolecular structures that are responsible for the formation of chiral helical supramolecular columns and spheres self-organizable in a diversity of three-dimensional (3D) columnar, tetragonal, and cubic lattices. Two of these periodic arrays, a 3D columnar hexagonal superlattice and a 3D columnar simple orthorhombic chiral lattice with P2221 symmetry, are unprecedented for supramolecular dendrimers. A thermal-reversible inversion of chirality was discovered in helical supramolecular columns. This inversion is induced, on heating, by the change in symmetry from a 3D columnar simple orthorhombic chiral lattice to a 3D columnar hexagonal array and, on cooling, by the change in symmetry from a 2D hexagonal to a 2D centered rectangular lattice, both exhibiting intracolumnar order. A first-order transition from coupled columns with long helical pitch, to weakly or uncorrelated columns with short helical pitch that generates a molecular rotator, was also discovered. The torsion angles of the molecular rotator are proportional to the change in temperature, and this effect is amplified in the case of the C 3-symmetric trisamide supramolecular dendrimers forming H-bonds along their column. The structural changes reported here can be used to design complex functions based on helical supramolecular dendrimers with different degree of packing on their periphery.
Synthesis of resveratrol using a direct decarbonylative Heck approach from resorcylic acid
Andrus, Merritt B.,Liu, Jing,Meredith, Erik L.,Nartey, Edward
, p. 4819 - 4822 (2007/10/03)
The phytoalexin resveratrol has been made using a decarbonylative Heck reaction. The acid chloride derived from 3,5-dihydroxybenzoic acid was coupled with 4-acetoxystyrene in the presence of palladium acetate and N,N-bis-(2,6-diisopropylphenyl)dihydroimidazolium chloride to give the substituted stilbene in 73% yield as the key step.
Cyclohexanediones and their use as plant growth regulators
-
, (2008/06/13)
The invention relates to the novel cyclohexanediones of formula I STR1 in which R is hydrogen or C1 -C6 -alkyl, A is R2, OR3 or NR3 R4, R2 is C1 -C6 -alkyl that is unsubstituted or is mono-substituted by C1 -C4 -alkoxy or mono- or poly-substituted by halogen, or is C3 -C6 -cycloalkyl, R3 is C1 -C6 -alkyl or C3 -C6 -cycloalkyl, or is phenyl or benzyl each of which is unsubstituted or is mono-, di- or tri-substituted by R5, R4 is hydrogen, C1 -C6 -alkyl, C1 -C4 -alkoxy or C3 -C6 -cycloalkyl, R3 and R4 are, in addition, together with the nitrogen atom to which they are bonded, a pyrrolidine, morpholine or piperidine radical, B is one of the radicals STR2 m is 0, 1, 2 or 3, R5 is halogen, nitro, cyano, C1 -C4 -alkyl, C1 -C4 -alkoxy, C1 -C4 -alkylthio, C1 -C4 -haloalkyl, C1 -C4 -alkylsulphinyl or C1 -C4 -alkylsulphonyl, R6 is C1 -C6 -alkyl or C3 -C6 -cycloalkyl, and R7 is hydrogen, C1 -C6 -alkyl, C1 -C6 -haloalkyl, C3 -C6 -alkenyl, C3 -C6 -haloalkenyl or C3 -C6 -alkynyl, and to salts of the compounds of formula I with acids, bases or complex-formers, to processes for the preparation thereof and to novel intermediates. The compounds of formula I have herbicidal and growth-regulating action.
