scholarly journals Three-membered Ring System with Two Hetero Atoms. I. Synthesis of 1aH-Oxazirino [2, 3-α] quinoline Derivatives.

1966 ◽  
Vol 14 (5) ◽  
pp. 555-557 ◽  
Author(s):  
Chikara Kaneko ◽  
Sachiko Yamada

In view of the powerful antiseptic action of certain anil quinoline compounds (Browning, Cohen, Ellingworth and Gulbransen, 1926) and the trypanocidal action of these and especially of some styryl quinoline derivatives (Browning, Cohen, Ellingworth and Gulbransen, 1929), it was thought desirable to examine the action of similar compounds containing other heterocyclic nuclei. The present communication is concerned with a number of derivatives of benzthiazole, in which the pyridine ring of the quinoline group is replaced by a five-membered ring containing both nitrogen and sulphur. Antiseptic Action . Antiseptic power was estimated as in previous communications (Browning, Cohen, Elingworth and Gulbransen, 1926, 1928). Throughout the range of the anil benzthiazole compounds examined the antiseptic activity is considerably lower than that of the corresponding quinoline compounds. The styryl compounds tend also to be weak in their antiseptic action and in this respect resemble the styryl quinoline series, but in general they are not inferior to the latter in potency. Frequently in the present series of compounds the irregularities in action, previously commented upon, were observed in marked degree.


Molecules ◽  
2020 ◽  
Vol 25 (24) ◽  
pp. 5950
Author(s):  
Steffen B. Mogensen ◽  
Mercedes K. Taylor ◽  
Ji-Woong Lee

Pyrazole, a member of the structural class of azoles, exhibits molecular properties of interest in pharmaceuticals and materials chemistry, owing to the two adjacent nitrogen atoms in the five-membered ring system. The weakly basic nitrogen atoms of deprotonated pyrazoles have been applied in coordination chemistry, particularly to access coordination polymers and metal-organic frameworks, and homocoupling reactions can in principle provide facile access to bipyrazole ligands. In this context, we summarize recent advances in homocoupling reactions of pyrazoles and other types of azoles (imidazoles, triazoles and tetrazoles) to highlight the utility of homocoupling reactions in synthesizing symmetric bi-heteroaryl systems compared with traditional synthesis. Metal-free reactions and transition-metal catalyzed homocoupling reactions are discussed with reaction mechanisms in detail.


1988 ◽  
Vol 43 (8) ◽  
pp. 959-962 ◽  
Author(s):  
Carl Habben ◽  
Anton Meiler ◽  
Stefan Pusch

AbstractThe 1,4-dithia-2,6-diaza-3,5-diborinanes 1a-d react with elemental sodium with formation of the 1,3-diaza-2,4-diboretidines 2a-d. By use of more sodium in case of 1 d or 3,5-bis(diethylamino)- 2-cyclohexyl-6-trimethylsilyldiborinane, the 1,3-thiaza-2,4-diboretidines 3 were formed. 3.5-Dimethyl-2,6-bis(trimethylsilyl)-1,4-dithia-2,6-diaza-3,5-diborinane gives the borazine 4, The reaction of di-t-butyl-sulfurdiimide with 2,6-di-t-butyl-3,5-dimethyl-1,4-dithia-2,6-diaza-3,5-diborinane leads by ring contraction to the four-membered ring system 5. 1H, 11B, 13C NMR and mass spectra are reported and discussed.


1992 ◽  
Vol 47 (2) ◽  
pp. 171-174 ◽  
Author(s):  
H. W. Roesky ◽  
T. Raubold ◽  
M. Noltemeyer ◽  
M. Witt ◽  
R. Bohra

1The reaction of ClSO2N = PPh2Cl () with NH3 yields H2NSO2N = PPh2NH2 (2).This compound is converted to Me3Si(H)NSO2N = PPh2N(H)SiMe3 (3) by Me3SiNMe2. 3 reacts with WOCl4 under elimination of (Me3Si)2O and ClSO2NH2 to yield the eight-membered ring system (Cl3WNPPh2N)2 (4).The molecular structure of 4 was investigated by an X-ray structure analysis.


1981 ◽  
Vol 36 (8) ◽  
pp. 974-977 ◽  
Author(s):  
Hans Hofmann ◽  
Franz Dickert

Abstract By 1H NMR spectroscopy the stereochemistry of the 1-methyl-1-benzothiepinium ring system was investigated both in thermodynamic and kinetic respects. It was shown that in solution a rapid mutual conversion of the boat shaped seven membered ring system with exo-respectively endo-S-methyl group occurs via a ring inversion and not by a pyramidal inversion at the sulfonium ion. At room temperature predominantly the conformation with the exo-S-methyl group is present.


2012 ◽  
Vol 7 (6) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Xiao-Xia Liang ◽  
Pei Tang ◽  
Qiao-Hong Chen ◽  
Feng-Peng Wang

A new conversional synthesis of the ABC ring system of taxoids from the C19-diterpenoid alkaloid lycoctonine was developed in 6 steps with 2% overall yield. The distinctive features of the conversion include pinacol rearrangement, enlargement of ring B, and opening of a four-membered ring.


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