1,2-Deoxygenation of vic-Dihydroxyindenoimidazoles: Optimization of a Novel Deoxygenation Reagent

2004 ◽  
Vol 59 (10) ◽  
pp. 1143-1152 ◽  
Author(s):  
Hans-Jörg Hemmerling ◽  
Angelika Merschenz-Quack ◽  
Hartmut Wunderlich

Abstract Treatment of vic-dihydroxyindeno[1,2-d]imidazoles with N,N,N’,N’-tetraalkyl sulfurous diamides yields indeno[1,2-d]imidazoles by deoxygenation. Isochromeno[3,4-d]imidazoles are formed as byproducts. An X-ray crystal structure analysis confirmed the structure of deoxygenated products. The ratio of products depending on the reaction conditions was analyzed. A mechanism of the reaction is discussed.

Synlett ◽  
2021 ◽  
Author(s):  
Hong-Wu Zhao ◽  
Heng Zhang ◽  
Lu-Yu Cai ◽  
Zhe Tang ◽  
Xiao-Zu Fan ◽  
...  

Promoted by K2CO3 (2.0 equiv), the 1,3-dipolar [3+3] cycloaddition between 1, 4-benzodiazepinone-based nitrones and α-halohydroxamates processed smoothly under the mild reaction conditions and delivered structurally novel and complex cis or trans-configured d-edge-heterocycle-fused 1,4-benzodiazepinones in up to >99% isolated yield with >20:1 dr. The relative configuration of the title chemical entities was clearly identified with the use of X-ray single crystal structure analysis. The reaction mechanism was assumed to interpret the diastereoselective production of the obtained cis or trans-configured d-edge-heterocycle-fused 1, 4-benzodiazepinones.


1999 ◽  
Vol 23 (9) ◽  
pp. 578-579
Author(s):  
Rainer Schobert ◽  
Hermann Pfab ◽  
Jutta Böhmer ◽  
Frank Hampel ◽  
Andreas Werner

Racemates of (η3-allyl)tricarbonyliron lactone complex Fe(CO)3{η1:η3-C(O)XCH2CHCMeCH2} 1a (X = O) and (η3-allyl)tricarbonyliron lactam complex 2a (X = NMe) are resolved on a preparative scale by HPLC on cellulose tris(3,5-dimethylphenyl)carbamate/silica gel RP-8 and the absolute configuration of (-)-2a is determined by X-ray crystal structure analysis.


2005 ◽  
Vol 88 (4) ◽  
pp. 731-750 ◽  
Author(s):  
Stefan Sahli ◽  
Brian Frank ◽  
W. Bernd Schweizer ◽  
François Diederich ◽  
Denise Blum-Kaelin ◽  
...  

1994 ◽  
Vol 29 (3) ◽  
pp. 373-378 ◽  
Author(s):  
Vivek K. Gupta ◽  
K. N. Goswami ◽  
K. K. Bhutani

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