- Phase-transfer catalyzed pseudohalogenation of phosphorochloridates
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Pseudohalogenation of phosphorochloridates by sodium pseudohalides with different phase transfer catalysts and solvents was optimized. Dialkyl and diaryl phosphorazidates phosphorocyanidates, and phosphor(isotniocyanidate)s were prepared in good yields from phosphorochloridates under two kinds of mild phase-transfer catalyzed conditions respectively.
- Shi, Enxue,Pei, Chengxin
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Read Online
- Microwave-assisted solvent-free synthesis of pseudohalophosphates
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A rapid, efficient, solvent-free, and catalyst-free procedure has been developed for the synthesis of pseudohalophosphates from phosphorochloridate and sodium (or potassium) pseudohalides under microwave irradiation. Diethyl, diisobutyl, and diphenyl phosphorazidates, phosphorocyanidates, and phosphor(isothiocyanidate)s 2a-2i were prepared in good yields under mild conditions. Copyright
- Shi, Enxue,Xiao, Junhua,Pei, Chengxin,Chen, Jisheng
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Read Online
- Zinc-catalyzed transformation of diarylphosphoryl azides to diarylphosphate esters and amides
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We have developed a facile and efficient procedure for the synthesis of diarylphosphate esters and amides. Using Zn(acac)2 as the catalyst, the reaction of diarylphosphoryl azides with aliphatic alcohols and phenols through an unusual P?N bond cleavage provided a number of diarylphosphate esters in good yields (22 examples, up to 94%). Additionally, various diarylphosphate amides were obtained from the corresponding amines in excellent yields as well (8 examples, up to 96%).
- Ying, Jun,Gao, Qian,Wu, Xiao-Feng
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p. 1540 - 1543
(2020/04/15)
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- Applications of continuous micro-channel reactor in pharmaceutical synthesis
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The present invention provides applications of a continuous micro-channel reactor in pharmaceutical synthesis, and particularly relates to the multi-reaction continuation of a continuous micro-channelreactor, wherein the multi-reaction continuation can significantly perform the continuous feeding, the continuous reaction and the continuous product output of the multi-step reaction so as to achieve the advantages of safety, environmental protection and industrialization.
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Paragraph 0041-0053
(2019/10/01)
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- Palladium-Catalyzed One-Pot Synthesis of N -Sulfonyl, N -Phosphoryl, and N -Acyl Guanidines
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An efficient palladium-catalyzed cascade reaction of azides with isonitrile and amines is presented; it offers an alternative facile approach toward N -sulfonyl-, N -phosphoryl-, and N -acyl-functionalized guanidines in excellent yield. These series of substituted guanidines exhibit potential biological and pharmacological activities. In addition, the less reactive intermediate benzoyl carbodiimide could be isolated by silica gel column flash chromatography in moderate yield.
- Qiao, Guanyu,Zhang, Zhen,Huang, Baoliang,Zhu, Liu,Xiao, Fan,Zhang, Zhenhua
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supporting information
p. 330 - 340
(2018/01/12)
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- Iridium(III)-Catalyzed Regiocontrolled Direct Amidation of Isoquinolones and Pyridones
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Iridium(III)-catalyzed highly regiocontrolled C3/C8 amidation of isoquinolones and C6 amidation of 2-pyridones has been successfully accomplished with various azides. The optimized method is operationally simple with a broad substrate scope. The protocol has been found to be scalable. (Figure presented.).
- Das, Debapratim,Samanta, Rajarshi
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supporting information
p. 379 - 384
(2017/12/26)
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- Preparation method and application of 1,2,3-triazole diphenyl phosphate inulin derivative
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The invention relates to the fields of food, medical treatment and cosmetics, specifically to a preparation method and application of a 1,2,3-triazole diphenyl phosphate inulin derivative. the preparation method comprises the following steps: firstly usin
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Paragraph 0029
(2018/11/03)
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- Click chemistry inspired synthesis and bioevaluation of novel triazolyl derivatives of osthol as potent cytotoxic agents
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A new series of diverse triazoles linked through the hydroxyl group of lactone ring opened osthol (1) were synthesized using click chemistry approach. All the derivatives were subjected to 3-(4,5-Dimethylthiazol-yl)-diphenyl tetrazoliumbromide (MTT) cytot
- Farooq, Saleem,Shakeel-U-Rehman,Hussain, Aashiq,Hamid, Abid,Qurishi, Mushtaq A.,Koul, Surrinder
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p. 545 - 554
(2015/03/14)
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- Synthesis of phosphoramidates: A facile approach based on the C-N bond formation via Ir-catalyzed direct C-H amidation
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A new synthetic route to phosphoramidates by intermolecular C-H amidation is presented. Substrates with assorted directing groups were activated by an iridium-based catalyst system and reacted with a number of phosphoryl azides, executing efficient phosphoramidate synthesis via C-N bond formations. (Chemical Equation Presented).
- Kim, Hyunwoo,Park, Juhyeon,Kim, Jeung Gon,Chang, Sukbok
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p. 5466 - 5469
(2015/01/09)
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- An unexpected diethyl azodicarboxylate-promoted dehydrogenation of tertiaryamine and tandem reaction with sulfonyl azide
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It is shown here for the first time that diethyl azodicarboxylate promotes dehydrogenation of tertiaryamines to afford enamines, which subsequently take place in tandem reactions with sulfonyl azides to give the N-sulfonyl amidine derivatives. A number of different substituted tertiaryamines and sulfonyl azides can successfully be coupled, and several functionalized groups are tolerated in this system. The reaction described here is mild, general, and efficient, thus providing an extremely preferable method for synthesis of a variety of N-sulfonyl amidine derivatives. Copyright
- Xu, Xiaoliang,Li, Xiaonian,Ma, Lei,Ye, Ning,Weng, Bojie
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supporting information; experimental part
p. 14048 - 14049
(2009/03/11)
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- Safer conditions for the Curtius rearrangement of 1,3,5- benzenetricarboxylic acid
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A rapid method to prepare 1,3,5-triaminobenzene and its derivatives is the tris-Curtius rearrangment of 1,3,5-benzenetricarboxylic acid. The hazards associated with the acyl azide route are minimized by using 1,2-dichloroethane as solvent. A second method that avoids acyl azide preparation uses diphenylphosphoryl azide to yield the tricarbamate in one step. Copyright Taylor & Francis Group, LLC.
- Davis, Matthew C.
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p. 3519 - 3528
(2008/03/13)
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- Pseudohalogenation of phosphites
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A new type of Atherton-Todd reaction for a convenient pseudohalogenation of phosphites has been developed. Direct azidation, cyanation, and thiocyanation of (RO)2P(O)H (R = Et, i-Bu, Ph) were accomplished readily with sodium pseudohalides in acetonitrile under mild modified Atherton-Todd conditions. The corresponding phosphorochloridates were demonstrated by GC/MS to be the intermediates. Pseudohalogenations of ethyl phenylphosphinate and diphenylphosphine oxide were also investigated.
- Shi, Enxue,Pei, Chengxin
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p. 2995 - 2998
(2007/10/03)
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- Reliable protocol for the large scale synthesis of diphenylphosphoryl azide (DPPA)
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The preparation of analytically pure diphenylphosphoryl azide (DPPA) in 100 g scale is described in detail resulting in a very reliable protocol starting with the corresponding phosphoryl chloride.
- Wolff, Oliver,Waldvogel, Siegfried R.
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p. 1303 - 1305
(2007/10/03)
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- Trimethylsilyldiazomethane - A mild and efficient reagent for the methylation of carboxylic acids and alcohols in natural products
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Esterification of various naturally occurring carboxylic acids with trimethylsilyldiazo-methane proceeds nearly quantitatively under very mild conditions. Furthermore, highly sterically hindered alcohols can be converted directly to the corresponding methyl ethers. Improved methods for the preparation and quantification of this reagent are described. Springer-Verlag 2004.
- Presser, Armin,Huefner, Antje
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p. 1015 - 1022
(2007/10/03)
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- Electron Demand in the Transition State of the Cyclopropylidene to Allene Ring Opening
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The electronic structure of the transition state for the cyclopropylidene to allene conversion has been probed.The methodology involved the relative rates of ring opening vs trapping by MeOH for a series of variously substituted 2,3-diarylcyclopropylidenes.With the assumption that the rate of trapping was unaffected by substituents, a Hammett correlation was constructed.The negative value (-0.72) for ρ indicated that the carbenic center attracts electron density in the ring-opening transition state, much like the cyclopropyl cation to allyl cation transition state.Temperature-dependent studies showed that the observed preference for ring opening was driven by entropy factors.Also, using reasonable estimates for the close to diffusion-controlled trapping activation enthalpies, the derived enthalpies for ring opening were in close agreement with the best theoretical values.
- Warner, Philip,Sutherland, Robert
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p. 6294 - 6300
(2007/10/02)
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