Ru(ii)-Catalyzed cascade decarbonylative annulation and dehydrogenative alkenylation reactions: synthesis of phthalides

2021 ◽  
Vol 19 (13) ◽  
pp. 2997-3003
Author(s):  
Swagata Baruah ◽  
Sabera Sultana ◽  
Pratiksha Bhorali ◽  
Pallabi Saikia ◽  
Sanjib Gogoi
Keyword(s):  

Ru(ii)-Catalyzed annulative cascade transformation of phthalic anhydrides and acrylates into 3,7-disubstituted phthalides is reported.

1989 ◽  
Vol 67 (4) ◽  
pp. 569-573 ◽  
Author(s):  
Livain Breau ◽  
Margaret M. Kayser

Condensations of stabilized phosphorane 1 with 3-substituted phthalic anhydrides were investigated. The importance of various effects influencing regio- and stereoselectivity of these reactions is discussed. It is proposed that the oxygen atom on the substituents in position 3 can act as a Lewis base toward the electron-deficient phosphorus of the ylid. The resulting complexation stabilizes the transition state for the reaction at the ortho carbonyl group, thus offsetting the usual steric and "push" effects, which favour attack at the meta carbonyl function. Keywords: Wittig condensations, phthalic anhydrides, regioselectivity, stereoselectivity.


2006 ◽  
Vol 244 (1-2) ◽  
pp. 244-251 ◽  
Author(s):  
G. Bignardi ◽  
F. Cavani ◽  
C. Cortelli ◽  
T. De Lucia ◽  
F. Pierelli ◽  
...  

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