Synthesis of 3-Benzylphthalide Derivatives by Using a TDAE Strategy

Synlett ◽  
2020 ◽  
Author(s):  
Patrice Vanelle ◽  
Maroua Ibrahimi ◽  
Omar Khoumeri ◽  
Raoudha Abderrahim ◽  
Thierry Terme

AbstractA one-pot synthesis of new 3-benzylphthalide derivatives was developed by using a strategy based on tetrakis(dimethylamino)ethylene (TDAE). The reactions in the presence of TDAE of substituted benzyl chlorides with methyl 2-formylbenzoate or of substituted methyl-2-formylbenzoates with 4-nitrobenzyl chloride furnished the corresponding isobenzofuran-1(3H)-one products in moderate to good yields.

2016 ◽  
Vol 18 (12) ◽  
pp. 2860-2863 ◽  
Author(s):  
Jie Zhang ◽  
Gusheng Lu ◽  
Jin Xu ◽  
Hongmei Sun ◽  
Qi Shen

2016 ◽  
Vol 5 (11) ◽  
pp. 1353-1358 ◽  
Author(s):  
Xiaotong Li ◽  
Qiang Pan ◽  
Renhe Hu ◽  
Xin Wang ◽  
Zhao Yang ◽  
...  

2020 ◽  
Author(s):  
Lucien Caspers ◽  
Julian Spils ◽  
Mattis Damrath ◽  
Enno Lork ◽  
Boris Nachtsheim

In this article we describe an efficient approach for the synthesis of cyclic diaryliodonium salts. The method is based on benzyl alcohols as starting materials and consists of an Friedel-Crafts-arylation/oxidation sequence. Besides a deep optimization, particluar focusing on the choice and ratios of the utilized Bronsted-acids and oxidants, we explore the substrate scope of this transformation. We also discuss an interesting isomerism of cyclic iodonium salts substituted with aliphatic substituents at the bridge head carbon. <br>


2017 ◽  
Vol 7 (12) ◽  
pp. 1192-1195
Author(s):  
Y. I. Shaikh ◽  
G. M. Nazeruddin ◽  
Khursheed Ahmed

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