- Stereocontrolled Formal Synthesis of Platencin
-
A stereocontrolled formal synthesis of platencin was accomplished in 11 steps from a bromophenol derivative, with an overall yield of 13 %. The intermolecular Diels–Alder reaction of masked o-benzoquinone and an aldol condensation were the key steps in th
- Hsu, Day-Shin,Hwang, Tai-Yu
-
-
Read Online
- Formal total synthesis of salvianolic acid N
-
An efficient synthetic pathway for the total synthesis of salvianolic acid N has been reported. The key reaction steps, the Wittig reaction for Z-stereoselectivity and an intramolecular cyclization for a seven membered ring skeleton, have been optimized to improve the synthetic feasibility and provide the best conditions in terms of yield. Moreover, a notable reaction is the reaction of the deprotected allylic group with Pd catalyst. An improved overall yield of 11% has been achieved for salvianolic acid N starting from 3,4-dimethoxybenzaldehyde in 11 steps.
- Wu, Kong,Xie, Zhong Pao,Cui, Dong-Mei,Zhang, Chen
-
-
Read Online
- Substituent Effects and Mechanism in a Mechanochemical Reaction
-
We report the effect of substituents on the force-induced reactivity of a spiropyran mechanophore. Using single molecule force spectroscopy, force-rate behavior was determined for a series of spiropyran derivatives substituted with H, Br, or NO2/sub
- Barbee, Meredith H.,Kouznetsova, Tatiana,Barrett, Scott L.,Gossweiler, Gregory R.,Lin, Yangju,Rastogi, Shiva K.,Brittain, William J.,Craig, Stephen L.
-
-
Read Online
- Synthesis method 5 - halogeno-veratraldehyde
-
The invention belongs to the field of organic chemistry, and in particular relates 5 - to a method for synthesizing halogenated O-veratraldehyde by using 4 - halogenoylguaiacol as a raw material to obtain 2 -hydroxy -3 - methoxy -5 -halogenated mandelic a
- -
-
-
- A synthetic preparation method for small carbags hydrochloric acid
-
The present invention belongs to the field of organic chemistry, relates to a method of synthesizing berberine hydrochloride, comprising: S1: with 5-halo-o-quinoastearaldehyde and piperine ethylamine to obtain N- [2-(3,4-dimethoxyphenyl-5-yl) ethyl] -1- (5-halo-2,3-dimethoxybenzyl) methylimide; S2: to obtain 2- (3,4-diimoxyphenyl) -N- (5-bromo-2,3-dimethoxybenzyl) ethylamine; S3: to obtain 2-(3,4-dimethoxyphenyl) -N- (5-bromo-2 S4: to obtain 12-halogenated berberine derivative; S5: to obtain berberine. The present invention is free from the application of the by-product o-vanillin synthesis of o-resveratal raw material constraints, synthesis of 5- substitute o-resveratal and piperine ethylamine, and the use of the two preparation of berberine hydrochloride, with raw materials readily available, mild reaction conditions, easy to operate, high chemical yield, low cost and other advantages.
- -
-
-
- TETRAHYDROISOQUINOLINE DERIVATIVE, PREPARATION METHOD THEREFOR AND USE THEREOF
-
Provided are a tetrahydroisoquinoline derivative, a preparation method therefor and an application thereof in medicine. In particular, provided are a tetrahydroisoquinoline derivative represented by general formula (I), a preparation method therefor and a
- -
-
Paragraph 0352-0354
(2021/09/10)
-
- Synthetic method 5 - bromo -1 and 2,3 - trimethoxy benzene
-
The synthesis method of 5 -bromo -1-2,3 -methoxy benzene comprises the following steps: S1, taking the vanillin as a starting raw material, and brominating 5 - bromo -2 - hydroxyl -3 -methoxybenzaldehyde through the hydroxyl group para-position. S2 is obt
- -
-
Paragraph 0038-0040; 0045-0054
(2021/10/30)
-
- Synthesis and assessment of 3-substituted phenazines as novel antich-lamydial agents
-
Background: In the past century, many phenazines were isolated from the marine mi-croorganism, and some of these phenazines possessed potent antibacterial activities. We found that a few of the synthesized 4-substituted phenazines could block the infectivity of chlamydiae without host cell toxicity. Objective: The aim of this study was to design and synthesize two series of novel 3-substituted phenazines to find novel antichlamydial agents. Methods: The 3-substituted phenazines were synthesized via Buchwald-Hartwig cross coupling reaction and Suzuki reaction from 3-bromo-1-methoxyphenazine. The antichlamydial activity of these synthesized compounds was evaluated by determining their effect on the yield of infectious progeny EBs. Cytotoxicity of these compounds on host cells was assessed by the treatment of un-infected HeLa cells using WST-1 method. Results: Most of the 3-substituted phenazines possessed potent antichlamydial activity with IC50 values from 0.15 to 12.08 μM against Chlamydia trachomatis L2, C. muridarum MoPn and C. pneumoniae AR39. Among them, 7d and 9a exhibited better antichlamydial activity with IC50 values from 0.20 to 1.01 μM while they have no apparent cytotoxicity to host cells. Biological assay disclosed that both 7d and 9a inhibited chlamydial infection by reducing elementary body infectiv-ity and disturbing chlamydial growth during the whole chlamydial developmental cycle. Conclusion: Our findings suggested that 3-substituted phenazine derivatives might be a promising class of therapeutic agents for chlamydial infections. More effective phenazines with low toxicity could be acquired through further chemical modification on C-3 position rather than C-4 position of phenazine.
- Bao, Xiaofeng,Liu, Ziyi,Ni, Min,Xia, Chao,Xu, Shunxin,Yang, Shengju,Zhao, Yu
-
p. 413 - 421
(2020/04/17)
-
- Imidazo ring PAR4 antagonist and medical applications thereof
-
The invention relates to an imidazo ring compound represented by formula (I) or formula (II), or a pharmaceutically acceptable salt or ester or solvate thereof. The compound disclosed by the inventioncan be used for preparing medicines for preventing or treating thromboembolic diseases.
- -
-
Paragraph 0432-0435
(2020/01/12)
-
- Synthesis of Benzodioxane and Benzofuran Scaffolds Found in Neolignans via TMS Triflate Mediated Addition to 1,4-Benzodioxane Hemiacetals
-
This research reports the successful asymmetric synthesis of both a 9-hydroxy-5′-methoxy-1,4-benzodioxane framework and a highly functionalised benzofuran scaffold. Both synthetically desirable structures are the result of a Lewis acid catalysed addition
- Jung, Eun-Kyung,Pilkington, Lisa I.,Barker, David
-
p. 1190 - 1205
(2017/03/11)
-
- Synthesis of N-benzyl-des-D-ring lamellarin K via an acyl-Claisen/Paal-Knorr approach
-
Lamellarin K is a complex pyrrole natural product and member of the lamellarin family – a group of natural products known for their potent biological activities, such as, antiproliferative activity and inhibition of P-gp mediated drug efflux pumps. We herein describe the synthesis of the N-benzyl-des-D ring analogue of lamellarin K using a route that centres on an acyl-Claisen reaction to eventually prepare a highly-functionalised 1-aryl-4-methyl-1,4-diketone. Paal-Knorr pyrrole formation using this diketone undergoes auto-oxidation to give a fully-substituted 5-formyl pyrrole which was converted into the natural lactone B ring. Antiproliferative testing of the N-benzyl-des-D ring analogue gave an IC50 of 2.63?μM against the MDA-MB-231 breast cancer cell line.
- Dittrich, Nora,Pilkington, Lisa I.,Leung, Euphemia,Barker, David
-
p. 1881 - 1894
(2017/03/11)
-
- Chemoenzymatic Formal Total Synthesis of Pancratistatin from Narciclasine-Type Compounds via Myers Transposition: Model Study for a Short Conversion of Narciclasine to Pancratistatin
-
A formal total synthesis of pancratistatin was accomplished by conversion of advanced intermediates, used in the synthesis of narciclasine, to pancratistatin precursors via Myers' reductive transposition as the key strategic step. The synthesis began with the whole cell fermentation of m -dibromobenzene with JM109(pDTG601a), a recombinant strain that over-expresses toluene dioxygenase, which provided the corresponding cis -dihydrodiol 16 as a single isomer with complete optical purity. The key reductive transposition of the allylic alcohol 8a to olefin 9a allowed for further installation of the C-1/C-2 trans -diol, required for the pancratistatin scaffold, through the introduction of a cyclic sulfate and its subsequent opening. The formal synthesis of pancratistatin was accomplished in 14 steps (12 operations) from commercially available m -dibromobenzene. Experimental and spectral data are provided for all new compounds.
- Lapinskaite, Ringaile,Ghavre, Mukund,Rintelmann, Chelsea L.,Bedard, Korey,Dela Paz, Helen E.,Hudlicky, Tomas
-
supporting information
p. 2896 - 2900
(2017/10/06)
-
- An alternate method for the synthesis of 2-aryl/alkyl-5-bromo-7-methoxy benzofurans; application to the synthesis of Egonol, Homoegonol, and analogs via Heck reaction
-
We herein report the general, versatile, and convenient method for the synthesis of 2-arly/alkyl-5-bromo-7-methoxy benzofurans from easily available o-Vanillin in five steps. These benzofurans was successfully converted into biological active natural products Egonol, Homoegonol, and analogous on applying Heck reaction using ethyl/methyl acrylate in the presence of palladium catalyst.
- More, Kishor R.,Mali
-
p. 7496 - 7504
(2016/11/11)
-
- Approach to Merosesquiterpenes via Lewis Acid Catalyzed Nazarov-Type Cyclization: Total Synthesis of Akaol A
-
A Lewis acid catalyzed Nazarov-type cyclization of arylvinylcarbinol has been developed for the asymmetric synthesis of carbotetracyclic core of merosesquiterpenes. The reaction works only in the presence of 2 mol % of Sn(OTf)2 and Bi(OTf)3 in dichloroethane under elevated temperature. The methodology offers the synthesis of a variety of enantioenriched arylvinylcarbinols from commercially available (3aR)-sclareolide 9 in six steps with an eventual concise total synthesis of marine sesquiterpene quinol, akaol A (1a).
- Kakde, Badrinath N.,Kumar, Nivesh,Mondal, Pradip Kumar,Bisai, Alakesh
-
supporting information
p. 1752 - 1755
(2016/05/19)
-
- Suzuki-Miyaura coupling of halophenols and phenol boronic acids: Systematic investigation of positional isomer effects and conclusions for the synthesis of phytoalexins from pyrinae
-
The Suzuki-Miyaura couplings of o-, m-, and p-halophenols with o-, m-, and p-phenol boronic acids were investigated for all combinations under standardized conditions, using Pd/C as a heterogeneous catalyst and water as a solvent. In the case of iodophenols, conventional heating was used, while for bromophenols significantly better results could be obtained using microwave irradiation. This systematic study revealed that 2,4′-biphenol is particularly difficult to access, irrespective of the starting materials used, but that these difficulties can be overcome by using different additives. The conclusions drawn from this investigation allowed us to identify conditions for the protecting group-free or minimized total synthesis of biaryl-type phytoalexins. These compounds possess antibacterial activity and are produced by fruit trees as a response to microbial infection.
- Schmidt, Bernd,Riemer, Martin
-
p. 4104 - 4118
(2014/05/20)
-
- Total synthesis of (±)-sacidumlignans D and A through Ueno-Stork radical cyclization reaction
-
Efficient synthesis of (±)-sacidumlignan D (4) has been successfully achieved employing Ueno-Stork radical cyclization of α-bromo acetal 21 as a key step. Two synthetic approaches for the symmetrical diaryl ketone 19 have been discussed in detail. Notably, sacidumlignan A (1) can be also efficiently synthesized in only 7 steps with 25% overall yield, where acid triggered tandem reaction starting from analogous Ueno-Stork cyclization product 27 played an important role. Moreover, potentially biomimetic conversion from (±)-sacidumlignan D (4) to sacidumlignan A (1) could be realized. The Royal Society of Chemistry 2013.
- Zhang, Jian-Jian,Yan, Chang-Song,Peng, Yu,Luo, Zhen-Biao,Xu, Xiao-Bo,Wang, Ya-Wen
-
p. 2498 - 2513
(2013/06/26)
-
- Extending the stetter reaction with 1,6-acceptors
-
Pace Stetter: A new N-heterocyclic carbene (NHC)-catalysed transformation is described-the intramolecular vinylogous Stetter reaction. This transformation can be effected with both thiazolium and triazolium-based catalysts, using aromatic and aliphatic aldehydes, employing α,β,γ,δ- unsaturated esters, ketones, phosphonates and N-acylpyrroles, and can be conducted enantioselectively (see scheme). Copyright
- Law, Katherine R.,McErlean, Christopher S. P.
-
supporting information
p. 15852 - 15855
(2014/04/03)
-
- Metal triflate-catalyzed cyclization of arylvinylcarbinols: Formal synthesis of (±)-dichroanone and (±)-taiwaniaquinone H
-
A formal synthesis of diterpenoids viz. the taiwaniaquinoids (±)-dichroanone (1a) and (±)-taiwaniaquinone H (1b) possessing an all carbon quaternary stereocenter has been reported. The key step involves a metal triflate-catalyzed cyclization of arylvinylc
- Kakde, Badrinath N.,De, Subhadip,Dey, Dhananjay,Bisai, Alakesh
-
p. 8176 - 8179
(2013/09/02)
-
- Asymmetric synthesis and CD investigation of the 1,4-benzodioxane lignans eusiderins A, B, C, G, L, and M
-
The enantioselective synthesis of (-)-eusiderins A (1), B (2), G (25), L (23), M (5) and (+)-eusiderin C (20) and a range of analogues was undertaken using an efficient, divergent synthesis all from a single chiral aldehyde 15, which was derived from (S)-
- Pilkington, Lisa I.,Barker, David
-
p. 8156 - 8166,11
(2020/10/15)
-
- Aromatic bromination of aldehydes and ketones using 1,3-di-n- butylimidazolium
-
An environmentally benign and efficient process for the preparation of monobromo derivatives of aryl aldehydes and ketones was developed by simple and practical reactions of aryl aldehydes or ketones with 1,3-di-n-butylimidazolium tribromide ([BBIm]Br3), as a brominating reagent under solvent-free conditions in very high yields. The process has several advantages: high conversions, short reaction time, mild reaction conditions, simple workup with good to quantitative yields and re-usable ionic liquid.
- Borikar,Daniel
-
experimental part
p. 531 - 536
(2012/07/01)
-
- The novel benzopyran class of selective cyclooxygenase-2 inhibitors. Part III: The three microdose candidates
-
In this manuscript, we report the discovery of the substituted 2-trifluoromethyl-2H-benzopyran-3-carboxylic acids as a novel series of potent and selective cyclooxygenase-2 (COX-2) inhibitors. We provide the structure-activity relationships, optimization of design, testing criteria, and human half-life data. The challenge of a surprisingly long half-life (t 1/2 = 360 h) of the first clinical candidate 1 and human t 1/2 had been difficult to predict based on allometric scaling for this class of highly ppb compounds. We used a microdose strategy which led to the discovery of clinical agents 18c-(S), 29b-(S), and 34b-(S) with human half-life of 57, 13, and 11 h.
- Wang, Jane L.,Aston, Karl,Limburg, David,Ludwig, Cindy,Hallinan, Ann E.,Koszyk, Francis,Hamper, Bruce,Brown, David,Graneto, Matthew,Talley, John,Maziasz, Timothy,Masferrer, Jaime,Carter, Jeffery
-
scheme or table
p. 7164 - 7168
(2011/01/03)
-
- Development of a scalable process for CI-1034, an endothelin antagonist
-
A concise, convergent multikilogram synthesis of CI-1034 (1), a potent endothelin receptor antagonist, is described. A 15-step preparation from commercially available o-vanillin and benzenesulfonyl chloride employs a remarkably robust Suzuki coupling between a boronic acid and an aromatic sulfonate ester as the key synthetic step. A scalable route capable of producing multikilogram quantities of CI-1034 with no chromatographic steps is described in this contribution. Improvements to the process included using a 4-fluorobenzenesulfonate ester as a suitable substitute for the triflate group in the Suzuki reaction and the use of MgCl2 as a substitute for TiCl4 in a Dieckmann condensation to provide the benzothiazine dioxide core.
- Jacks, Thomas E.,Belmont, Daniel T.,Briggs, Christopher A.,Horne, Nicole M.,Kanter, Gerald D.,Karrick, Greg L.,Krikke, James J.,McCabe, Richard J.,Mustakis, Jason G.,Nanninga, Thomas N.,Risedorph, Guy S.,Seamans, Ronald E.,Skeean, Richard,Winkle, Derick D.,Zennie, Thomas M.
-
p. 201 - 212
(2013/09/04)
-
- BENZOPYRAN COMPOUNDS USEFUL FOR TREATING INFLAMMATORY CONDITIONS
-
The subject invention concerns methods and compounds that have utility in the treatment of a condition associated with cyclooxygenase-2 mediated disorders. Compounds of particular interest are benzopyrans and their analogs defined by formula (1). Wherein Z, X, R1, R2, R3, and R4 are as described in specification.
- -
-
-
- CHROMENE DERIVATIVES AS ANTI-INFLAMMATORY AGENTS
-
The subject invention concerns methods and compounds that have utility in the treatment of a condition associated with cyclooxygenase-2 mediated disorders. Compounds of particular interest are benzopyrans and their analogs defined by formula (I). Wherein Z, X, R1, R2, R3, and R4 are as described in the specification.
- -
-
-
- A new synthesis of two naturally occurring dihydrobenzo[b]furan-type neolignans of potential biological activity
-
A new synthesis of the racemates of two naturally occurring neolignans 1 and 2 was achieved via the 2,3-dihydrobenzo[b]furan derivative 3, starting from the commercially available materials o-vanillin (6) and acetovanillone (9). Benzofurans, Neolignan, Heck Reaction.
- Juhasz, Laszlo,Dinya, Zoltan,Antus, Sandor,Gunda, Tamas E.
-
p. 554 - 559
(2007/10/03)
-
- Solid state nuclear bromination with N-bromosuccinimide. Part 2. Experimental and theoretical studies of reactions with some substituted benzaldehydes
-
N-Bromosuccinimide reacts with aromatic aldehydes in the solid state to yield exclusively nuclear brominated products while a similar reaction in the solution phase produces a number of products under varied conditions. The reactivity and regioselectivity have been studied in terms of the energies of HOMO, HOMO-LUMO difference, reaction free energy, reaction conditions and crystal packing. Single crystal X-ray structural analysis of 3,4-dihydroxybenzaldehyde has been carried out. Crystal packing energies of some of the reactive and unreactive benzaldehydes indicate the importance of molecular bromine diffusion in the solid state.
- Sarma, Jagarlapudi A.R.P.,Nagaraju, Akula,Majumdar, Kanak K.,Samuel, Purnima M.,Das, Indira,Roy, Sujit,McGhie, Alistair J.
-
p. 1119 - 1123
(2007/10/03)
-
- Application of the β-azidonation reaction to the synthesis of the antitumor alkaloid (+)-pancratistatin
-
o-Vanillin 21 was converted into 24 following literature procedures. Treatment of 24 with n-BuLi/THF followed by addition of 25 gave 26. Dehydration (POCL3/pyridine/DBU), hydrogenation and hydrolysis of 26 gave the ketone 29. Chirality was introduced by deprotonation of 29 with the lithium salt of (+)-bis(αmethylbenzyl)amine, followed by triisopropylsilyl trifluoromethanesulfonate to give 30 (95%). β-Azidonation of 30 with (PhiO)n/TMSN3 rapidly produced 31 (95%) as a mixture of trans- and cis- diastereomers in a 3.5:1 ratio. Reduction with LiAIH4 followed by methyl chloroformate/pyridine gave 32, which on treatment with MCPBA/CH2CL2/imidazole resulted in 33. Hydrolysis of 33 gave 34, which when exposed to KOBu(t)/HMPA at 90 °C resulted in 39. After conversion of 39 into enone 42, epoxidation with NaHCO3/H2O2/MeOH gave 43. Reduction of 43 with L-selectride followed by solvolysis with sodium benzoate in water gave 46, which was immediately acetylated to give 47. Lactam formation (Tf2O/DMAP) converted 47 into 48 and the regioisomer 49 (7:1). The mixture of 48 and 49 demethylated to give 50 and the acetate protecting groups removed to give (+)pancratistatin 1.
- Magnus, Philip,Sebhat, Iyassu K.
-
p. 15509 - 15524
(2007/10/03)
-
- 2-Phenyl-4-(aminomethyl)imidazoles as Potential Antipsychotic Agents. Synthesis and Dopamine D2 Receptor Binding
-
A series of 2-phenyl-4-(aminomethyl)imidazoles were designed as conformationally restricted analogs of the dopamine D2 selective benzamide antipsychotics.The title compounds were synthesized and tested for blockade of YM-09151 binding in cloned African green monkey dopamine D2 receptor preparations.The binding affinity data thus obtained were compared against that of the benzamides and a previously described series of 2-phenyl-5-(aminomethyl)pyrroles.
- Thurkauf, Andrew,Hutchison, Alan,Peterson, John,Cornfield, Linda,Meade, Robin,et al.
-
p. 2251 - 2255
(2007/10/02)
-
- Facile preparation of (S)-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2,3-dimethoxy-5- (tributyltin)benzamide from isoremoxipiride: The precursor of [125I]- and [123I]epidepride
-
[125I]Epidepride, (S)-(-)-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-[125I]iodo-2,3- dimethoxybenzamide ([125I]NCQ 219), is a new, extremely potent radioligand, useful in the study of the distribution of the dopamine D-2 recepto
- De Paulis,Smith
-
p. 1091 - 1095
(2007/10/02)
-
- The Cyclisation of Benzylaminonitriles. Part 7. Regiospecific Formation of Methoxy-substituted Isoquinolin-4-ones using Methylthio Activating Groups
-
Cyclisation of 3,4-dialkoxybenzylaminoacetonitriles proceeds preferentially through a spiro intermediate.A 2,3-dialkoxy analogue will therefore normally give a 5,6-dialkoxyisoquinolinone after rearrangement and 7,8-dimethoxy substitution is not obtained.I
- Gavin, James P.,Waigh, Roger D.
-
p. 503 - 508
(2007/10/02)
-
- Directed Synthesis of Translationally Isomeric -Catenanes
-
In a multi-step reaction sequence the tetrahydroxymetacyclophane 12c is synthesized.Acetalisation with 1,25-dichloro-13-pentacosanone followed by nitration and reduction afforded the diamine 13c.By cyclization of this compound in 2-pentanol with sodium carbonate and sodium iodide under high dilution conditions the monomeric products 16, 17, and 18 are obtained in yields of 21.4, 7.7, and 0,9percent, respectively.On the basis of mass, 13C NMR and 1H NMR spectra the structure of these compounds is discussed.Starting from the precatenane 16 the -catenanes 25a,b,c and 26a,b,c are obtained in a multi-step reaction sequence.The structure of these compounds is confirmed by mass, 13C NMR, and 1H NMR spectroscopic investigations.
- Rissler, Klaus,Schill, Gottfried,Fritz, Hans,Vetter, Walter
-
p. 1374 - 1399
(2007/10/02)
-
- The Synthesis of Hallachrome Leucotriacetate (2,7,8-Triacetoxy-1-methoxy-3-methylanthracene)
-
The synthesis of 2,7,8,-triacetoxy-1-methoxy-3-methylanthracene (30), a derivative of hallachrome (7-hydroxy-8-methoxy-6-methylanthracene-1,2-quinone) (1), the red pigment of the marine worm Halla parthenopeia (Delle Chiaje), is described.The key step in
- Comber, Mark F.,Sargent, Melvyn V.
-
p. 1481 - 1489
(2007/10/02)
-
- SYNTHESIS OF 5-HALOGEN-SUBSTITUTED 2,3-DIHYDROXYPHENYLACETIC ACIDS, THEIR ESTERS, AND 2,3-DIMETHOXYPHENYLACETOHYDROXAMIC ACIDS
-
Many-stage general methods were developed for the synthesis of 5-bromo- or 5-chloro-substituted 2,3-dimethoxyphenylacetic acids from o-vanilin.Methods were also developed for their conversion into the corresponding hydroxamic acids, 2,3-dihydroxyphenylace
- Daukshas, V. K.,Martinkus, R. S.,Kuleshyus, V. A.,Shtel'bene, V. P.
-
p. 458 - 463
(2007/10/02)
-
- Bromination with Concomitant Debenzylation of Some Aromatic Aldehydes Containing Benzyloxy Substituents
-
During the study of bromination of m-benzyloxybenzaldehyde with bromine in carbon tetrachloride at room temperature, it has been observed that besides bromination concomitant debenzylation also occurs.This being a novel observation, the study has been extended to 3-benzyloxy-4-methoxy-, 2-benzyloxy-3-methoxy-, 3,4-dibenzyloxy- and 4-benzyloxy-3-methoxy-benzaldehydes.In all but the last case, ready debenzylation with bromination occurs.Thus, the essential requirement for debenzylation is that the benzyl ether group should be either meta or ortho to the aldehydic function.The orientation of substituents in the reaction products has been determined by PMR and UV spectral studies.
- Natarajan, S.,Rajeswari, S.,Chandrasekaran, S.,Pai, B. R.,Shanmuganathan, Sp.,Rao, K. Usha
-
-