- Discovery of a Pyrimidinedione Derivative as a Potent and Orally Bioavailable Axl Inhibitor
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The receptor tyrosine kinase Axl plays important roles in promoting cancer progression, metastasis, and drug resistance and has been identified as a promising target for anticancer therapeutics. We used molecular modeling-assisted structural optimization starting with the low micromolar potency compound 9 to discover compound 13c, a highly potent and orally bioavailable Axl inhibitor. Selectivity profiling showed that 13c could inhibit the well-known oncogenic kinase Met with equal potency to its inhibition of Axl superfamily kinases. Compound 13c significantly inhibited cellular Axl and Met signaling, suppressed Axl- and Met-driven cell proliferation, and restrained Gas6/Axl-mediated cancer cell migration or invasion. Furthermore, 13c exhibited significant antitumor efficacy in Axl-driven and Met-driven tumor xenograft models, causing tumor stasis or regression at well-tolerated doses. All these favorable data make 13c a promising therapeutic candidate for cancer treatment.
- Zhang, Hefeng,Peng, Xia,Dai, Yang,Shao, Jingwei,Ji, Yinchun,Sun, Yiming,Liu, Bo,Cheng, Xu,Ai, Jing,Duan, Wenhu
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supporting information
p. 3956 - 3975
(2021/04/12)
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- N-Ammonium Ylide Mediators for Electrochemical C-H Oxidation
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The site-specific oxidation of strong C(sp3)-H bonds is of uncontested utility in organic synthesis. From simplifying access to metabolites and late-stage diversification of lead compounds to truncating retrosynthetic plans, there is a growing need for new reagents and methods for achieving such a transformation in both academic and industrial circles. One main drawback of current chemical reagents is the lack of diversity with regard to structure and reactivity that prevents a combinatorial approach for rapid screening to be employed. In that regard, directed evolution still holds the greatest promise for achieving complex C-H oxidations in a variety of complex settings. Herein we present a rationally designed platform that provides a step toward this challenge using N-ammonium ylides as electrochemically driven oxidants for site-specific, chemoselective C(sp3)-H oxidation. By taking a first-principles approach guided by computation, these new mediators were identified and rapidly expanded into a library using ubiquitous building blocks and trivial synthesis techniques. The ylide-based approach to C-H oxidation exhibits tunable selectivity that is often exclusive to this class of oxidants and can be applied to real-world problems in the agricultural and pharmaceutical sectors.
- Saito, Masato,Kawamata, Yu,Meanwell, Michael,Navratil, Rafael,Chiodi, Debora,Carlson, Ethan,Hu, Pengfei,Chen, Longrui,Udyavara, Sagar,Kingston, Cian,Tanwar, Mayank,Tyagi, Sameer,McKillican, Bruce P.,Gichinga, Moses G.,Schmidt, Michael A.,Eastgate, Martin D.,Lamberto, Massimiliano,He, Chi,Tang, Tianhua,Malapit, Christian A.,Sigman, Matthew S.,Minteer, Shelley D.,Neurock, Matthew,Baran, Phil S.
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supporting information
p. 7859 - 7867
(2021/05/26)
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- Copper-catalyzed aerobic double functionalization of benzylic C(sp3)-H bonds for the synthesis of 3-hydroxyisoindolinones
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A copper-catalyzed aerobic 3-hydroxyisoindolinone synthesis was developed via the benzylic double C(sp3)-H functionalization of 2-alkylbenzamides. In this reaction, molecular oxygen was used as both an oxidant for C(sp3)-H functionalization and an oxygen source. Our method can be extended to diverse benzylic C(sp3)-H bonds and shows excellent functional group tolerance. This journal is
- Nozawa-Kumada, Kanako,Matsuzawa, Yuta,Ono, Kanako,Shigeno, Masanori,Kondo, Yoshinori
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supporting information
p. 8604 - 8607
(2021/09/02)
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- Biomimetic Asymmetric Reduction of Tetrasubstituted Olefin 2,3-Disubstituted Inden-1-ones with Chiral and Regenerable NAD(P)H Model CYNAM
-
Because of the formidable development of the asymmetric reduction of tetrasubstituted olefins, an effective method is in urgent demand. Herein, through the biomimetic protocol of the coenzyme NAD(P)H, the reduction of tetrasubstituted olefin 2,3-substitut
- Ding, Yi-Xuan,Wu, Bo,Zhou, Yong-Gui,Zhu, Zhou-Hao
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supporting information
p. 7166 - 7170
(2021/09/22)
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- High-purity 2 - (benzoyl) benzoyl chloride synthesis method
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The invention discloses a method for synthesizing 2 - (benzoyl) benzoyl chloride method, comprises the following steps: (1) under the action of a catalyst, the O benzoyl benzoic acid and thionyl chloride takes acylation reaction, the preparation of 3 - ch
- -
-
Paragraph 0006; 0016; 0017
(2018/07/06)
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- The Conversion of tert-Butyl Esters to Acid Chlorides Using Thionyl Chloride
-
The reaction of tert-butyl esters with SOCl2 at room temperature provides acid chlorides in unpurified yields of 89% or greater. Benzyl, methyl, ethyl, and isopropyl esters are essentially unreactive under these conditions, allowing for the selective conversion of tert-butyl esters to acid chlorides in the presence of other esters.
- Greenberg, Jacob A.,Sammakia, Tarek
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p. 3245 - 3251
(2017/03/23)
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- Synthetic method of 2-chloro-4-phenyl quinazoline
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The invention relates to a synthetic method of 2-chloro-4-phenyl quinazoline and belongs to the technical field of organic synthetic chemistry. The synthetic method comprises the following steps of: by taking o-benzoylbenzoic acid as a raw material, performing an acylating chlorination reaction to generate o-benzoyl benzoyl chloride; performing an amidation reaction to generate o-benzoyl benzamide; performing a Hofmann degradation reaction to generate 2-amino benzophenone; and performing an annulations reaction to generate 4-phenyl quinazoline-2(1H)-one and chlorinating the 4-phenyl quinazoline-2(1H)-one by phosphorus oxychloride to finally generate 2-chloro-4-phenyl quinazoline, wherein the total yield is 20.8%. Compared with other methods, the reagents used by the route are low in price and easily available, and the post-treatment is simple. In the reaction process, the reaction conditions and synthetic processes thereof are explored, so that a simple and feasible synthetic route is provided for synthesizing 2-chloro-4-phenyl quinazoline, thereby realizing amplified production.
- -
-
Paragraph 0015; 0016
(2017/09/01)
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- Old is Gold? Nefopam Hydrochloride, a Non-opioid and Non-steroidal Analgesic Drug and Its Practical One-Pot Synthesis in a Single Solvent for Large-Scale Production
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Nefopam hydrochloride is extensively used in most of the European countries until today as an analgesic because of its non-opiate (non-narcotic) and non-steroidal action with fewer side effects compared with opioid and other analgesics, which cause more troublesome side effects. A multikilogram synthesis of nefopam hydrochloride has been achieved in one pot using a single solvent (toluene). A ≥99.9% purity of the active pharmaceutical ingredient (API) was achieved in excellent overall yield (≥79%). The one-pot, five-step synthetic process involves formation of an acid chloride (3) from benzoylbenzoic acid (2) followed by amidation (4), reduction (5), cyclization (6), and formation of the hydrochloride salt (1). The major advantages include (i) use of a single solvent, (ii) >90% conversion in each step, (iii) a cost-effective and operationally friendly process, (iv) averting the formation of genotoxic impurities, and (v) improved overall yield (≥79%) provided by the one-pot operation. For the first time, we report the characterization data of API 1, intermediates 3, 4, and 5, and also a possible impurity (5a).
- Bodireddy, Mohan Reddy,Krishnaiah, Kiran,Babu, Prashanth Kumar,Bitra, Chaithanya,Gajula, Madhusudana Rao,Kumar, Pramod
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p. 1745 - 1751
(2017/11/24)
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- Is RK-682 a promiscuous enzyme inhibitor? Synthesis and in vitro evaluation of protein tyrosine phosphatase inhibition of racemic RK-682 and analogues
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RK-682 (1) is a natural product known to selectively inhibit protein tyrosine phosphatases (PTPases) and is used commercially as a positive control for phosphatase inhibition in in vitro assays. Protein phosphatases are involved in several human diseases including diabetes, cancer and inflammation, and are considered important targets for pharmaceutical development. Here we report the synthesis of racemic RK-682 (rac-1) and a focused set of compounds, including racemic analogues of 1, dihydropyranones and C-acylated Meldrum's acid derivatives, the later obtained in one synthetic step from commercially available starting material. We further characterized the behavior of some representative compounds in aqueous solution and evaluated their in vitro PTPase binding and inhibition. Our data reveal that rac-1 and some derivatives are able to form large aggregates in solution, in which the aggregation capacity is dependent on the acyl side chain size. However, compound aggregation per se is not able to promote PTPase inhibition. Our data disclose a novel family of PTPase inhibitors (C-acylated Meldrum's acid derivatives) and that rac-1 and derivatives with an exposed latent negatively charged substructure (e.g.: the tetronic acid core of 1) can bind to the PTPase binding site, as well promiscuously to protein surfaces. The combined capacity of compounds to bind to proteins together with their intrinsic capacity to aggregate in solution seems essential to promote enzyme aggregation and thus, its inhibition. We also observed that divalent cations, such as magnesium frequently used in enzyme buffer solutions, can deplete the inhibitory activity of rac-1, thus influencing the enzyme inhibition experiment. Overall, these data help to characterize the mechanism of PTPase inhibition by rac-1 and derivatives, revealing that enzyme inhibition is not solely dependent on compound binding to the PTPase catalytic site as generally accepted in the literature. In addition, our results point to promiscuous mechanisms that influence significantly the in vitro evaluation of enzyme inhibition by rac-1. Therefore, we recommend caution when using natural or synthetic RK-682 (1) as an internal control for evaluating PTPase inhibition and selectivity, since many events can modulate the apparent enzyme inhibition.
- Carneiro, Vania M.T.,Trivella, Daniela B.B.,Scorsato, Valéria,Beraldo, Viviane L.,Dias, Mariana P.,Sobreira, Tiago J.P.,Aparicio, Ricardo,Pilli, Ronaldo A.
-
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- Total spontaneous resolution by deracemization of isoindolinones
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Preferential crystallization is a powerful tool to obtain optically active materials from racemic mixtures without any chiral source, and has been utilized widely for optical resolution on large scales for example in industrial processes.[ 1] To resolve optically active materials by crystallization efficiently, dynamic preferential crystallization involving a racemization process, a so-called total spontaneous resolution, has been developed.[2] Many efforts have been invested in new variations of this method, and the racemization processes can be classified into three groups: 1) involving an intermediate enolate anion or enol at the a-position of a carbonyl group,[3] 2) involving atropisomerism of axially chiral materials,[4] and 3) involving an equilibrium reaction via an achiral intermediate.[5-7] We have now developed a new example of total spontaneous resolution of isoindolinones that involves a combination of an intramolecular equilibrium reaction via an achiral intermediate and preferential crystallization.
- Yagishita, Fumitoshi,Ishikawa, Hiroki,Onuki, Tatsuo,Hachiya, Shoko,Mino, Takashi,Sakamoto, Masami
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supporting information
p. 13023 - 13025
(2013/03/13)
-
- A rapid and efficient access to diaryldibenzo[b,f][1,5]diazocines
-
2-Benzoylbenzoyl azides undergo facile cyclization under acidic conditions to give substituted dibenzo[b,f][1,5]-diazocines in good yields. This approach shortens the synthetic steps toward these compounds as compared with conventional methods. The mechanism of the diazocine synthesis is assumed to proceed by an unprecedented intermolecular [2 + 2] cyclization.
- Wang, Xiao,Li, Jianzhong,Zhao, Na,Wan, Xiaobo
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supporting information; experimental part
p. 709 - 711
(2011/04/24)
-
- Discovery of N-aryl-9-oxo-9H-fluorene-1-carboxamides as a new series of apoptosis inducers using a cell- and caspase-based high-throughput screening assay. 2. Structure-activity relationships of the 9-oxo-9H-fluorene ring
-
As a continuation of our studies of apoptosis inducing 9-oxo-9H-fluorene-1-carboxamides as potential anticancer agents, we explored modification of the 9-oxo-9H-fluorene ring. SAR studies showed that most changes to the 9-oxo-9H-fluorene ring were not wel
- Kemnitzer, William,Sirisoma, Nilantha,Jiang, Songchun,Kasibhatla, Shailaja,Crogan-Grundy, Candace,Tseng, Ben,Drewe, John,Cai, Sui Xiong
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scheme or table
p. 1288 - 1292
(2010/06/15)
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- DEGRADATION ACCELERATOR FOR POLYMERS AND POLYMER ARTICLE COMPRISING IT
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Disclosed are a method for improving the degradation of natural and/or synthetic polymers or a polymer article made from such polymer(s) by light and/or heat and/or humidity, comprising the incorporation of a compound of formula (I) into said natural and/
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-
Page/Page column 61-62
(2009/03/07)
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- NOVEL POLYBENZOFULVENE DERIVATIVES, SYNTHESIS AND USES THEREOF
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The present invention relates to polymers of formula poly-3 (I), their synthesis, intermediates and uses thereof.
- -
-
Page/Page column 17
(2010/11/30)
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- ISOINDOLIN-1-ONE DERIVATIVES
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A compound of formula (1) or a prodrug and/or pharmaceutically acceptable salt thereof, wherein X is selected from O, N or S; R1 is selected from hydrogen, halo, hydroxy, substituted or unsubstituted alkyl, substituted or unsubstituted hydroxyalkyl, substituted or unsubstituted alkylamine, alkoxy, substituted or unsubstituted aryl or heteroaryl, and substituted or unsubstituted aralkyl or heteroaralkyl; R2 is selected from hydrogen, halo, hydroxy, substituted or unsubstituted alkyl, substituted or unsubstituted hydroxyalkyl substituted or unsubstituted alkylamine, alkoxy, substituted or unsubstituted aryl or heteroaryl, and substituted or unsubstituted aralkyl or heteroalkyl; R3 is selected from hydrogen, halo, hydroxy, substituted or unsubstituted alloy substituted or unsubstituted hydroxyalkyl, substituted or unsubstituted alkylamine alkoxy, substituted or unsubstituted aryl or heteroaryl, and substituted or unsubstituted aralkyl or heteroalkyl; and R4-R7, is used to represent groups R4, R5, R6 and R7 which are independently selected from H, OH, alkyl, alkoxy, alkylamine, hydroxyalkyl, halo, CF3, NH2, NO2, COOH, C=0.
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-
Page/Page column 29; 33-34
(2010/10/20)
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- DIFFERENTIATION MODULATING AGENTS AND USES THEREFOR
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This invention discloses methods and agents for modulating the differentiation potential and/or proliferation of preadipocytes. More particularly, the present invention discloses methods and agents for modulating a fibroblast growth factor (FGF) signalling pathway, especially the FGF-1 or FGF-2 signalling pathway, for treating or preventing adiposity-related conditions including, but not limited to, obesity, lipoma and lipomatosis.
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Page/Page column 182
(2010/02/12)
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- I-oxo-3-aryl-1H-indene-2-carboxylic acid derivatives as selective inhibitors of fibroblast growth factor receptor-1 tyrosine kinase
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Fibroblast growth factor receptor (FGFr) mediated signal transduction is implicated in vascular proliferative diseases and some cancers. We have identified methyl 1-oxo-3-phenyl-1H-indene-2-carboxylic ester as a small molecule inhibitor of the tyrosine ki
- Barvian,Panek,Lu,Kraker,Amar,Hartl,Hamby,Showalter
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p. 2903 - 2908
(2007/10/03)
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- Probes for narcotic receptor-mediated phenomena. 25.1 Synthesis and evaluation of N-alkyl-substituted (α-piperazinylbenzyl)benzamides as novel, highly selective δ opioid receptor agonists
-
A series of N-alkyl- and N,N-dialkyl-4-[α-{(2S,5R)-4-allyl-2,5- dimethyl-1-piperazinyl}benzyl]-benzamides were synthesized and evaluated for binding affinities at μ, δ, and κ opioid receptor subtypes. Several compounds (2e,f,h,i,m) strongly bound to the δ receptor with IC50 values in the nanomolar range. On the other hand, the binding affinities of these compounds for the μ and κ receptors were in the micromolar or greater range indicating excellent δ opioid receptor subtype selectivities. In this series, two important structure-activity relationships were found for the δ receptor binding affinity. First, the spatial orientation of the α-benzylic position influenced the affinities with the αR derivatives 2a-n generally showing more than 10-fold greater affinity than the αS derivatives 3a-n. Second, the binding affinities were strongly influenced by the number of alkyl substituents on the amide nitrogen. N-Monoalkylbenzamide derivatives 2b-d showed lower affinity than N,N-dialkylbenzamide derivatives 2e-n, and the N-unsubstituted benzamide derivative 2a had the lowest affinity for the δ receptor in the series. The dramatic effect of the amide group substitution pattern on the binding affinity for the δ receptor strongly suggests that the amide function is an important structural element in the interaction of this series of compounds at the δ receptor. Selective compounds in this series were examined for binding affinity in cloned human μ and δ receptors. The results obtained generally paralleled those from the rat brain binding assay. Compounds 2e,f with potent δ binding affinities and high δ selectivities were shown to be δ agonists with high selectivity by studies in the guinea pig ileum (GPI) and mouse vas deferens (MVD) preparations. Compound 2f was the most selective compound in the rat brain and GPI/MVD assays with 1755- and 958-fold δ vs μ selectivity, respectively.
- Katsura, Yousuke,Zhang, Xiaoyan,Homma, Koichi,Rice, Kenner C.,Calderon, Silvia N.,Rothman, Richard B.,Yamamura, Henry I.,Davis, Peg,Flippen-Anderson, Judith L.,Xu, Heng,Becketts, Karen,Foltz, Eric J.,Porreca, Frank
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p. 2936 - 2947
(2007/10/03)
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- Self-sensitized photolysis of N-(1-naphthoyl)-N-phenyl-O-(benzoyl-substituted benzoyl)hydroxylamines
-
The mechanism of intramolecular triplet-triplet (T-T) energy transfer and subsequent reaction in N,O-diacylhydroxylamines was investigated using the model compounds N-( 1 -naphthoyl)-N-phenyl-O-(benzoyl-substituted benzoyl)hydroxylamines (NPB) with self-sensitization abilities. An examination of the UV absorption and phosphorescence behavior as well as of energy-minimized conformations of these relatively flexible model compounds established that T-T energy transfer from the benzophenone chromophore to the naphthoyl chromophore occurs in a nearly unit efficiency exhibiting only phosphorescence derived from the latter chromophore in both methanol-ethanol (1 : 1 v/v) and 2-chlorobutane at 77 K and is more likely to proceed by a "through-space" mechanism than by a "through-bond" mechanism. The self-sensitized photolysis of NPB with 366 nm light in methanol at room temperature was found to give the fragmentation products, N-phenyl-1-naphthalenecarboxamide (PNA), benzophenone (BP), and benzoyl-substituted benzoic acids (BBA), whereas no BBA was detected in the photolysis in 1,2-dichloroethane and acetonitrile. The finding that the reaction of NPB is efficiently quenched by trans-stilbene according to the Stern-Volmer equation in both methanol and 1,2-dichloroethane indicates that all the products come from the first excited triplet state of the naphthoyl chromophore. On the other hand, the enhanced hydrogen bonding ability of the medium resulted in an increase in the quantum yield for the formation of BBA (ΦBBA) accompanied by a decrease in ΦBA holding the magnitude of ΦBBA+ΦBA nearly constant. But neither ΦPNA nor the quantum yield for the disappearance of NPB was subject to such a hydrogen-bonding effect. This intriguing result was explained in terms of a mechanism in which the N-O bond cleavage in triplet NPB gives a vibrationally excited triplet radical pair whose relaxation is very slow compared to decarboxylation of the caged benzoyl-substituted benzoyloxyl radical in 1,2-dichloroethane. Solvation of this vibrationally hot radical pair through hydrogen bonding substantially promotes its relaxation eventually affording BBA.
- Nagakubo, Hiroshi,Kubota, Gou,Kubo, Kanji,Kaneko, Tsuyoshi,Sakurai, Tadamitsu,Inoue, Hiroyasu
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p. 2603 - 2611
(2007/10/03)
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- SYNTHESIS OF 1-SUBSTITUTED 3,4-DIARYLISOQUINOLINE DERIVATIVES
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3,4-Diaryl-2H-isoquinolin-2-ones and corresponding 1-chloro derivatives were easily prepared in a way involving i) condensation of 2-aroylbenzyl chlorides with arylmethylamines; ii) treatment of the resulting 1-aryl-N-1-hydroxyarylmethylisoindol-3-ones wi
- Delcey, Martine Croisy,Huel, Christiane,Bisagni, Emile
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p. 1721 - 1730
(2007/10/03)
-
- NMR Studies on Conformational and N-Configurational Interconversion in 3-Methyl Derivatives of the Non-Narcotic Analgesic Drug Nefopam
-
Two different N-configurations and two different eight-membered ring conformations were found in the diastereomeric crystalline (1R,3S)/(1S,3R)- and (1R,3R)/(1S,3S)-3 -methylnefopam hydrochloride salts. (1)H and (13)C NMR spectroscopy showed that both cry
- Glaser, Robert,Blumenfeld, Jeanine,Geresh, Shimona
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p. 845 - 854
(2007/10/02)
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- Intramolecular Triplet Energy Transfer in Ester-Linked Bichromophoric Azoalkanes and Naphthalenes
-
The photophysics of a series of compounds has been studied wherein a triplet sensitizer such as benzophenone (BB) or thioxanthone (TH) is linked via an ester group to an azoalkane such as 3,3,5,5-tetramethyl-1-pyrazoline (PY) or 2,3-diazabicyclooct
- Engel, Paul S.,Horsey, Douglas W.,Scholz, John N.,Karatsu, Takashi,Kitamura, Akihide
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p. 7524 - 7535
(2007/10/02)
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- Reaction of N-Arylphthalisoimidium Perchlorates with Amines and Aromatic Hydrocarbons under Friedel-Crafts Conditions, a New and Convenient One-Step Method for the Synthesis of 2,3-Diaryl-3-hydroxyphthalimidines
-
N-Arylphthalisoimidium perchlorates (1a, b) react with primary amines via ring-opening to give N,N'-disubstituted phthalamides (3a-d).They react with aromatic hydrocarbons under Friedel-Crafts conditions to give 2,3-diaryl-3-hydroxyphthalimidines (a-i) while the reaction of 1a wtith phenylmagnesium bromide involved just deprotonation to the isoimide (9) followed by rearrangement to N-phenylphthalimide (8).
- Ismail, M. Fekry,Enayat, E. I.,El-Bassiouny, F. A.,Younes, H. A.
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p. 707 - 710
(2007/10/02)
-
- Reactions of Carbonyl Compounds in Basic Solutions. Part 13. The Mechanism of the Alkaline Hydrolysis of 3-(3-Substituted Phenoxy)phthalides, -3-methylphthalides, -3-phenylphthalides, naphthalides, -3-phenylnaphthalides, and Phenanthralides, and of 3-Substituted 3-Methoxyphthalides
-
Rate coefficients have been measured for the alkaline hydrolysis of 3-(3-substituted phenoxy)phthalides, -3-methylphthalides, -3-phenylphthalides, naphthalides, -3-phenylnaphthalides, and phenanthralides at 30.0 and 50.0 deg C and for a series of methyl pseudo-2-acylbenzoates at several temperatures in 70percent (v/v) dioxane-water.The enthalpies and entropies of activation have been evaluated.The effects of substitution on the phenoxy esters have been assessed by means of the Hammett equation.The results for the methyl esters are related to the steric effect of substituentsusing the Taft equation.All the pseudo-esters are hydrolysed with rate-determining attack by hydroxide anion at the carbonyl group, followed by rapid ring fission to form the carboxylate anion of the corresponding acid as the product.Reactivity-selectivity is not shown over the whole range of the six series of the phenyl pseudo-esters.These results are discussed in terms of the structure of the transition state and the steric, stereochemical and polar factors influencing reactivity.
- Anvia, Fredrick,Bowden, Keith,Kaissi, Faiq A. El,Saez, Victoria
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p. 1809 - 1814
(2007/10/02)
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- UNE SYNTHESE ORIGINALE ET INATTENDUE D'ISOCOUMARINES FONCTIONNELLES
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Reaction of Ph3P=CH-COOEt with ortho benzoyl benzoic acid derivates offers an easy and surprising entry to functional isocoumarins via the thermal decomposition of the keto-ylide intermediates or by subsequent oxidation of the expected indenones.
- Babin, P.,Dunogues, J.
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p. 4389 - 4392
(2007/10/02)
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- INTRAMOLECULAR WITTING-HORNER REACTION OF DIMETHYL 2-(o-ACYLBENZOYL)-1,2-DIHYDROISOQUINOLINE-1-PHOSPHONATE: FACILE SYNTHESIS OF AN ISOQUINOLINE ALKALOID SKELETON
-
Dimethyl 2-(o-acylbenzoyl)-1,2-dihydroisoquinoline-1-phosphonates (3) were prepared from isoquinoline, o-acylbenzoyl chloride, and trimethyl phosphite.Intramolecular Witting-Horner reaction of 3 with LDA afforded good yields of 13-substituted 8H-dibenzoa
- Akiba, Kin-ya,Negishi, Yoshio,Inamoto, Naoki
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p. 349 - 350
(2007/10/02)
-