Convenient preparation of dichloromethyl alkyl ethers

Dichloromethyl alkyl ethers have been synthesized from alkyl formates (C1–C4) and oxalyl chloride in the presence of catalytic amount of N-methylformanilide. N,N-Dimethylformamide is not suitable for the reaction. The method has the advantages of simple experimental procedure, which is applicable to large scale synthesis, without use of harmful reagents.     

Convenient preparation of bifunctional pybox ligands

Starting from a common easily available pybox derivative, chiral ditopic ligands with pendant Lewis basic sites consisting of amine or phosphine oxide functions attached in the 4-positions of the oxazoline rings were prepared by simple synthetic procedures. From the same pybox derivative, a macrocyclic ligand containing a diaza-18-crown-6-ether ring linked via triazole groups was obtained employing ‘click’ chemistry.     

Convenient method for preparation of tert-butyl glycinate

Conclusions A convenient method was proposed for the preparation of tert-butyl glycinate by reacting N-trifluoro-acetylglycine with isobutylene and subsequent removal of the trifluoroacetyl group.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, p. 1444, June, 1977.     

Convenient preparation of tert-butyl esters

A general method is presented for the preparation of tert-butyl esters by the gentle warming of the carboxylic acid in the presence of excess of tert-butyl acetoacetate and a catalytic amount of acid. This method generates only low pressures, and is therefore suitable for laboratory scale pressure glassware.     

Convenient preparation of 1,2-alkylenedioxy-benzofuroxans and benzofurazans

Nitration of the dioxolo-annelated benzenes 11 led to the corresponding dinitro derivatives 12 . Nucleophilic substitution of the latter with azide ion furnished the monoazides 13 which on thermolysis afforded the benzofuroxans 14 . Deoxygenation of furoxans 1a,b,e,f, 2a-c,e,f, 5, 7, 9 and 14 with triphenylphosphine, furnished the respective benzofurazans 3a,b,e,f, 4a-c,e,f, 6, 8, 10 and 15 .     

Convenient preparation of 2-benzoxazolinones with 1,1-carbonyldiimidazole

A convenient and general preparation of 2-benzoxazolinones from 2-aminophenols with 1,1-carbonyldiimidazole is described. Included is a discussion of a much improved synthesis of the reproductive-stimulant 6-methoxy-2-benzoxazolinone ( 6-MBOA ) that utilizes this procedure.     

Convenient preparation of indolyl Malonates via Carbenoid insertion

Indoles, when treated with methyldiazomalonate under catalysis by rhodium(II)acetate, undergo C-H and N-H insertion reactions regioselectively depending on the substitution pattern on the indole moiety. In indoles where the 3-position is unsubstituted, high yields of the C3-H insertion product were observed. In 3-alkylindoles, 2-substitution predominated, while N-methyltetrahydrocarbazole yielded the product resulting from insertion into the C6-H bond. Indoles in which the nitrogen is unprotected yield varying degrees of N-H insertion.     

Convenient preparation of acyltrimethylsilanes from carboxylic acid derivatives

Acylsilanes are prepared in good yields by the reaction of acid chlorides (or anhydrides) with LiAl(SiMe₃)₄ or LiMeAl(SiMe₃)₃ in the presence of a catalytic amount of CuCN.     

Convenient preparation of (4-iodophenyl)aryliodonium salts

The (4-iodophenyl)aryliodonium salts bis(4-iodophenyl)iodonium, (4-iodophenyl)(4-methoxy-phenyl)iodonium and (4-iodophenyl)(2-thienyl)iodonium, each with three different anions, were prepared using 4-iodo-1-[hydroxy(tosyloxy)iodo]benzene. These are suitable precursor molecules for electrophilic radiofluorination and other 4-iodophenylation reactions, whose products can subsequently serve as reagents for transition metal catalysed cross coupling and other metal organic reactions.     

Convenient preparation of optically active cibenzoline and analogues from 3,3-diaryl-2-propen-1-ols

(R)-(+)-Cibenzoline (95% ee) was synthesized in two steps from (+)-2,2-diphenylcyclopropylmethanol 3a (98% ee), which was oxidized with IBX in DMSO, followed by treatment with ethylenediamine in the presence of I₂ and K₂CO₃ in tBuOH. Compound (R)-(+)-3a (98% ee) was prepared by cyclopropanation of 3,3-diphenyl-2-propen-1-ol 1 with Et₂Zn and CH₂I₂ in the presence of a catalytic amount of (S)-2-(methanesulfonyl)amino-1-(p-toluenesulfonyl)amino-3-phenylpropane 2, followed by esterification with 3,5-dinitorobenzoyl chloride, recrystallization, and hydrolysis.     

Convenient method for the preparation of dichloro and dibromodinitromethane

Summary A convenient method was proposed for the preparation of dichlorodinitromethane and dibromodinitromethane, consisting in the reaction of the appropriate halides with the potassium salt of dinitromethane.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2060–2061, November 1965     

Copper-mediated nucleophilic radiobromination of aryl boron precursors: Convenient preparation of a radiobrominated PARP-1 inhibitor

The copper-mediated nucleophilic radiobromination of aryl boron precursors with a radiobromide ion is a novel radiolabeling method that is efficient and robust. High radiochemical conversion (RCC) was observed using a variety of solvents, temperatures and catalysts. The reaction is also clean and is feasible for purification to obtain high chemical and radiochemical purity. This method provides a very useful route for the preparation of radiobrominated pharmaceuticals, including a radiobromine labeled PARP-1 inhibitor, and it is a valuable addition to the family of copper-mediated radiolabeling processes.     

Convenient Synthesis of 1H-Benzotriazolylalkylphenols

A simple, efficient, and environmentally benign method has been developed for the exclusive formation of synthetically significant 1H-benzotriazol-1-ylalkylphenols from hydroxybenzyl alcohols and benzotriazole.     

Deoxy-nitrosugars 8th communication Convenient preparation of 1-C-nitroglycosyl chlorides. Halonitro ethers from hydroxy oximes

Partially protected 4- or 5-hydroxy-sugar oximes were transformed into 5- or 6-membered 1-C-nitroglycosyl chlorides, respectively, by reaction with NaOCl under phase-transfer conditions. With the exception of the oxidation of the gluco-derivative 1 giving the anomers 6 and 7 , the reactions were completely diastereoselective.     

Convenient preparation of 5-ethynyl-octaethylporphyrin free base and zinc complex

A method leading to the preparation of the free base or zinc meso-ethynyl functionalized octaethylporphyrin has been developed, which will open the access to various meso-ethynyl metalloporphyrins.     

Convenient green preparation of dipeptides using unprotected α-amino acids

Dipeptides and amides were obtained in high yields from N-carbobenzyloxy α-amino acids and 3-phenylpropanoic acid with unprotected α-amino acids via the corresponding mixed carbonic carboxylic anhydrides using ethyl chloroformate and triethylamine by an ecological and convenient method in which the protection of C-terminals is not needed.     

Convenient preparation of tert-butyl beta-(protected amino)esters

Refluxing an aldehyde 1 with benzotriazole and benzylcarbamate in the presence of a catalytic amount of p-TsOH gave the corresponding benzyloxycarbonylamino-1-(1-benzotriazolyl)alkane 2 in good yields. Compounds 2 treated with substituted tert-butyl acetates 3 using LDA as a base afford smoothly and under mild conditions the N-2-protected 3-aminoalkanoic esters 4.     

Convenient method for preparation of esters of N-carbonyl-α-amino acids

Conclusions A convenient method was proposed for obtaining the esters of N-carbonyl--amino acids, which is based on the reaction of the esters of N-trimethylsilyl--amino acids with phosgene in the presence of a tertiary amine.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1682–1684, July, 1977.     

Convenient preparation of substituted 5-aminooxazoles via a microwave-assisted Cornforth rearrangement

The preparation of oxazole-4-carboxamides and their subsequent thermal rearrangement to 5-aminooxazole-4-carboxylates is optimized in a high-speed microwave-assisted procedure. The reaction sequence is effective with a variety of substituted oxazoles, and produces products in good yield and high purity.