Predictions of Substituent Effects in Thermal Azide 1,3-Dipolar Cycloadditions:  Implications for Dynamic Combinatorial (Reversible) and Click (Irreversible) Chemistry

2008 ◽  
Vol 73 (4) ◽  
pp. 1333-1342 ◽  
Author(s):  
Gavin O. Jones ◽  
K. N. Houk
2014 ◽  
Vol 10 ◽  
pp. 352-360 ◽  
Author(s):  
Chuqin Peng ◽  
Jiwei Ren ◽  
Jun-An Xiao ◽  
Honggang Zhang ◽  
Hua Yang ◽  
...  

1,3-Dipolar cycloadditions of isatins, benzylamine and benzylideneacetones were studied to prepare a series of novel spiropyrrolidine-oxindoles – 4′-acetyl-3′,5′-diarylspiro[indoline-3,2′-pyrrolidin]-2-ones and 3′-acetyl-4′,5′-diarylspiro[indoline-3,2′-pyrrolidine]-2-ones in good yields of up to 94% and with good regioselectivities. Regioselectivities are reversible by the addition of water or 4-nitrobenzoic acid, respectively. The substituent effects on the regioselectivity were also investigated.


ChemInform ◽  
2010 ◽  
Vol 25 (31) ◽  
pp. no-no
Author(s):  
C. BALSAMINI ◽  
A. BEDINI ◽  
G. SPADONI ◽  
M. BURDISSO ◽  
A. M. CAPELLI

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