Kinetics and mechanism of the phase-transfer-catalyzed carbonylation of benzyl bromide by cobalt tetracarbonyl anion

1983 ◽  
Vol 2 (12) ◽  
pp. 1730-1736 ◽  
Author(s):  
Herve Des Abbayes ◽  
Anne Buloup ◽  
Guy Tanguy
2011 ◽  
Vol 2011 ◽  
pp. 1-6 ◽  
Author(s):  
Pradipta Kumar Basu ◽  
Amrita Ghosh

Two new effective methodologies have been adopted for the preparation of 4-(2′-bromobenzyloxy)benzopyran-7-ones 3(a–h). In the first methodology, 4-hydroxy[1]benzopyran-2-ones 1(a–d) was alkylated with 2-bromobenzyl bromide 2a or 2-bromo-5-methoxy benzyl bromide 2b under phase transfer catalysis condition using lithium hydroxide/tetrabutyl ammonium bromide in N,N-dimethylformamide at 40–50°C and in the second method the microwave irradiation protocol has been exploited by simply mixing of 4-hydroxy[1]benzopyran-2-ones 1(a–d) with 25% excess of 2-bromobenzyl bromide 2a or 2-bromo-5-methoxy benzyl bromide 2b. A catalytic amount of TBAB and potassium carbonate were added and irradiated in an open Erlenmeyer flask in a microwave oven for 4–10 min. The tributyltin-hydride-mediated radical cyclisation of 3(a–h) was carried out under microwave irradiation to generate 12H-benzopyrano[3,2-c][1]benzopyran-5-ones 4(a–h) in 78–88% yield and in this technique yields were significantly improved and reaction time was shortened compared to the previously reported conventional radical cyclisation method.


2005 ◽  
Vol 18 (5) ◽  
pp. 456-461 ◽  
Author(s):  
Anatoly M. Egorov ◽  
Svetlana A. Matyukhova ◽  
Alexander V. Anisimov

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