The Stereochemistry of P-N Bond Cleavage in the Staudinger -Wittig-type Reaction of 2-Anilido-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidine-2-thiones

1978 ◽  
Vol 33 (7) ◽  
pp. 782-785 ◽  
Author(s):  
Krystyna Lesiak ◽  
Wojciech J. Stec
Keyword(s):  
Bond Cleavage ◽  
Ring System ◽  
Membered Ring ◽  
Type Reaction

AbstractBoth isomers of 2-anilido-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidine-2-thiones (2 a and 2 b) derived from (-)ephedrine were obtained and converted to corresponding 2-thiomethyl derivatives (3 a and 3 b). The Staudinger-Wittig-type reaction of P-N bond cleavage was found to proceed with full retention of configuration at P-atom involved into five-membered ring system.

Oxidative C–S bond cleavage reaction of DMSO for C–N and C–C bond formation: new Mannich-type reaction for β-amino ketones

RSC Advances ◽  
2015 ◽  
Vol 5 (4) ◽  
pp. 3094-3097 ◽  
Author(s):  
Kai Sun ◽  
Yunhe Lv ◽  
Zhonghong Zhu ◽  
Liping Zhang ◽  
Hankui Wu ◽  
...  
Keyword(s):  
Bond Cleavage ◽  
Bond Formation ◽  
Cleavage Reaction ◽  
Type Reaction ◽  
Bond Cleavage Reaction

A novel oxidative C–S bond cleavage reaction of DMSO for N-methylation and subsequent C–C bond formation is described.

scholarly journals Homocoupling Reactions of Azoles and Their Applications in Coordination Chemistry

Molecules ◽  
2020 ◽  
Vol 25 (24) ◽  
pp. 5950
Author(s):  
Steffen B. Mogensen ◽  
Mercedes K. Taylor ◽  
Ji-Woong Lee
Keyword(s):  
Coordination Chemistry ◽  
Reaction Mechanisms ◽  
Metal Organic Frameworks ◽  
Ring System ◽  
Membered Ring ◽  
Materials Chemistry ◽  
Structural Class ◽  
Basic Nitrogen ◽  
Metal Organic ◽  
Metal Catalyzed

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.

Untersuchungen zur Ringkontraktion am 1,4-Dithia-2,6-diaza-3,5-diborinan-System/ Studies on Ring Contraction of the l,4-Dithia-2,6-diaza-3,5-diborinane System

1988 ◽  
Vol 43 (8) ◽  
pp. 959-962 ◽  
Author(s):  
Carl Habben ◽  
Anton Meiler ◽  
Stefan Pusch
Keyword(s):  
Mass Spectra ◽  
Ring System ◽  
Membered Ring ◽  
Ring Contraction ◽  
C Nmr

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.

Reaktion von N-Trimethylsilyl-N′(N″ -trimethylsilylammodiphenylphosphoranylidenimino) sulfamid mit Wolframoxitetrachlorid und die Struktur von (Cl3WNPPh2N)2 Reaction of N-Trimethylsilyl-N′(N″ -trimethylsilylaminodiphenylphosphoranylidene)sulfamide with Tungstenoxitetrachloride and the Structure of (Cl3WNPPh2N)2

1992 ◽  
Vol 47 (2) ◽  
pp. 171-174 ◽  
Author(s):  
H. W. Roesky ◽  
T. Raubold ◽  
M. Noltemeyer ◽  
M. Witt ◽  
R. Bohra
Keyword(s):  
Molecular Structure ◽  
Structure Analysis ◽  
Ring System ◽  
Membered Ring ◽  
X Ray

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.

Sign in / Sign up

Export Citation Format

Share Document