Synthesis of 4-oxazolinephenylboronic acid and heterobiaryl oxazolines via a Suzuki Reaction

2009 ◽  
Vol 2009 (4) ◽  
pp. 205-207 ◽  
Author(s):  
Samir Ghosh ◽  
A. Sanjeev Kumar ◽  
G.N. Mehta ◽  
R. Soundararajan ◽  
Subhabrata Sen

An efficient synthesis of 4-oxazolinephenylboronic acid from 4-bromobenzoic acid is reported. The title compound couples with heteroaryl halides in presence of Pd(PPh3)4 and Na2CO3 in aqueous toluene to give heterobiaryl oxazolines.

1987 ◽  
Vol 65 (1) ◽  
pp. 189-190 ◽  
Author(s):  
Michel Girard ◽  
David B. Moir ◽  
John W. ApSimon

The title compound 1 was prepared in 13% overall yield starting from the commercially available and inexpensive 3,5-dimethoxybenzoic acid (4). The n-pentyl side chain was elaborated from cross-coupling reactions between halides.


2015 ◽  
Vol 70 (4) ◽  
pp. 221-223 ◽  
Author(s):  
Jin Wang ◽  
Teng-huo-sheng Liao ◽  
Jian Yang

AbstractThe title compound (5) was prepared by a reaction sequence starting from 2,3,4,5-tetramethoxytoluene (1) via the Blanc reaction, oxidation and alkylation. The described method provides a good yield of the C-6 heterocyclic-substituted benzoquinone derivative and is suitable for the synthesis of other benzoquinone derivatives.


1977 ◽  
Vol 30 (12) ◽  
pp. 2689 ◽  
Author(s):  
JM McLaren ◽  
RV Stick ◽  
S Webb

The conversion of 2-acetamido-2-deoxy-D-glucose into 2-acetamido-3,4,6- tri-O-acetyl-2-deoxy-α-D-glucosyl chloride has been reinvestigated and the chloride transformed, with some modification of the literature method, into 2,2,2-trichloroethyl 2-acetamido-4,6-O-benzylidene-2- deoxy-β-D-glucoside. This compound has been converted into the title compound by the sequence acetylation, acid hydrolysis and selective acetylation. An efficient synthesis of benzyl 2,3-di-O-acetyl-β-D- galacto-pyranosideis reported and its unsuccessful selective acetylation contrasted with the above.


1988 ◽  
Vol 53 (11) ◽  
pp. 2778-2786 ◽  
Author(s):  
Leif Grehn ◽  
Ulf Ragnarsson

An efficient synthesis of benzyl tert-butyl iminodicarbonate (IV), starting from benzoyl isocyanate, is reported. Reaction of the isocyanate with benzyl alcohol gave benzyl N-benzoylcarbamate (II) which on exhaustive tert-butoxycarbonylation via the non-isolated triacyl amine III, after aminolysis, provided the title compound. The sodium salt V was alkylated with various halides under Gabriel conditions to give in high yields the corresponding benzyloxycarbonyl tert-butoxycarbonyl diprotected amines. Similarly, compound IV was alkylated with alcohols under Mitsunobu conditions to give some additional amines of this type, from which the protecting groups can be removed selectively under mild conditions.


ChemInform ◽  
2003 ◽  
Vol 34 (41) ◽  
Author(s):  
Said Eddarir ◽  
Nicole Cotelle ◽  
Youssef Bakkour ◽  
Christian Rolando

2003 ◽  
Vol 07 (09) ◽  
pp. 610-616 ◽  
Author(s):  
Alexander Efimov ◽  
Pirjo Vainiotalo ◽  
Nikolai V. Tkachenko ◽  
Helge Lemmetyinen

The double-linked porphyrin-fullerene dyad has been prepared in high yield. The title compound is soluble in a wide range of solvents with different polarity, such as n-pentane or benzonitrile.


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