Reaction of 6-Aryl-1,5-diazabicyclo[3.1.0]hexanes with Aryl Isocyanates and Aryl Isothiocyanates

Synlett ◽  
2000 ◽  
Vol 2000 (12) ◽  
pp. 1779-1780 ◽  
2018 ◽  
Vol 24 (6) ◽  
pp. 303-306
Author(s):  
Mahsa Doomanlou ◽  
Hassan Kabirifard ◽  
Mehdi Asadi ◽  
Maryam Moloudi ◽  
Seyedeh Sara Mirfazli

Abstract Ring closure reactions of diaminomaleonitrile (DAMN) with electrophilic aryl isocyanates and aryl isothiocyanates lead to the formation of the target 5,5′-diimino-1,1′-diaryl-4,4′-biimidazolidinylidene-2,2′-diones 2a,b and 2,2′-diarylimino-4,4′-bithiazolidinylidenes 4a–e, respectively. The protocol provides a new strategy for the synthesis of a wide range of alkenes with two electron-donating and two withdrawing substituents of DAMN in moderate to good yields.


2019 ◽  
Vol 17 (28) ◽  
pp. 6880-6894 ◽  
Author(s):  
K. Sandeep ◽  
Alla Siva Reddy ◽  
K. C. Kumara Swamy

Cu(i)-catalysed reaction of 2-iodobenzene sulfonamides with aryl isothiocyanates leads to benzodithiazines but the corresponding reaction with aryl isocyanates affords benzothiadiazinones.


ChemInform ◽  
2006 ◽  
Vol 37 (17) ◽  
Author(s):  
Kentaro Nagamatsu ◽  
Ai Serita ◽  
Jun-Hau Zeng ◽  
Hiroyuki Fujii ◽  
Noritaka Abe ◽  
...  

Heterocycles ◽  
2006 ◽  
Vol 67 (1) ◽  
pp. 337 ◽  
Author(s):  
Noritaka Abe ◽  
Kentaro Nagamatsu ◽  
Ai Serita ◽  
Jun-Hau Zeng ◽  
Hiroyuki Fujii ◽  
...  

ChemInform ◽  
2001 ◽  
Vol 32 (12) ◽  
pp. no-no
Author(s):  
Alexander P. Molchanov ◽  
Denis I. Sipkin ◽  
Yuri B. Koptelov ◽  
Rafael R. Kostikov

2014 ◽  
Vol 10 ◽  
pp. 2255-2262 ◽  
Author(s):  
Jan Szabo ◽  
Kerstin Karger ◽  
Nicolas Bucher ◽  
Gerhard Maas

1,2,3-Triaminoguanidinium chloride was combined with benzaldehyde and hydratropic aldehyde to furnish the corresponding tris(imines), which were converted into 1,2,3-tris(benzylamino)guanidinium salts by catalytic hydrogenation in the former, and by borane reduction in the latter case. The resulting alkyl-substituted triaminoguanidinium salts underwent a threefold carbamoylation with aryl isocyanates to furnish 1,2,3-tris(ureido)guanidinium salts, while p-toluenesulfonyl isocyanate led only to a mono-ureido guanidinium salt. With aryl isothiocyanates, 3-hydrazino-1H-1,2,4-triazole-5(4H)-thione derivatives were obtained. Compounds 7a and 8 show interesting solid-state structures with intra- and intermolecular hydrogen bonds.


ChemInform ◽  
2003 ◽  
Vol 34 (2) ◽  
Author(s):  
Abutariq Taher ◽  
Sandra Eichenseher ◽  
Alexandra M. Z. Slawin ◽  
George Tennant ◽  
George W. Weaver
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