Silver-catalyzed formal [3+2]-cycloaddition of α-trifluoromethylated methyl isocyanides: a facile stereoselective synthesis of CF3-substituted heterocycles

2017 ◽  
Vol 53 (16) ◽  
pp. 2427-2430 ◽  
Author(s):  
Xue Zhang ◽  
Xin Wang ◽  
Yuelei Gao ◽  
Xianxiu Xu

An Ag-catalyzed formal [3+2]-cycloaddition of α-trifluoromethylated methyl isocyanides with polar double bonds has been developed for the expeditious synthesis of trifluoromethylated oxazolines, imidazolines and pyrrolines under mild conditions.

2011 ◽  
Author(s):  
J. G. de Vries ◽  
K. Muñiz ◽  
G. Franciò ◽  
W. Leitner ◽  
P. L. Alsters ◽  
...  

ChemInform ◽  
2005 ◽  
Vol 36 (50) ◽  
Author(s):  
Tong Guan ◽  
Masanori Yoshida ◽  
Daisuke Ota ◽  
Tsuyoshi Fukuhara ◽  
Shoji Hara

1983 ◽  
Vol 38 (11) ◽  
pp. 1392-1398 ◽  
Author(s):  
Wolfgang A. Herrmann ◽  
Johann Plank ◽  
John L. Hubbard ◽  
Gangolf W. Kriechbaum ◽  
Willibald Kalcher ◽  
...  

Abstract Carbene transfer from aliphatic diazoalkanes upon coordinatively unsaturated metal centers is a general synthetic concept that provides straight-forward routes into organo-metallic hydrocarbon chemistry. A comparison focussing on several key reactions of general applicability demonstrates that mononuclear organometal substrates add carbenes that may act as bridging ligands (e.g., compound 6) if they arise from ω,ω'-bisdiazoalkanes. By way of contrast, metal-metal double bonds cleanly form dimetallacyclo-propane-type derivatives under very mild conditions (7-9). The broadest variety of structures is finally encountered with metal-metal triply bonded precursors such as the molybdenum compounds 3: here, the initial diazoalkane adducts are subject to further rearrangement processes commonly leading to metal-metal single bonds (11) or causing irreversible cleavage of the dinuclear metal systems (10).


ChemInform ◽  
2013 ◽  
Vol 44 (20) ◽  
pp. no-no
Author(s):  
Juliano C. R. Freitas ◽  
Tulio R. Couto ◽  
Antonio A. S. Paulino ◽  
Joao R. de Freitas Filho ◽  
Ivani Malvestiti ◽  
...  

1999 ◽  
Vol 23 (5) ◽  
pp. 342-343
Author(s):  
Hongyun Guo ◽  
Yongmin Zhang

α-Phenylsulfonylcinnamonitriles are readily reduced by Sml2/THF/MeOH to give the corresponding ( E)-cinnamonitriles in good yields under mild conditions.


2007 ◽  
Vol 9 (16) ◽  
pp. 2981-2984 ◽  
Author(s):  
José M. Concellón ◽  
Humberto Rodríguez-Solla ◽  
Carmen Méjica ◽  
Elena G. Blanco

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