Insertion Reaction of Benzynes and Stable Sulfur Ylide

2018 ◽  
Vol 38 (8) ◽  
pp. 2045 ◽  
Author(s):  
Zhijuan Li ◽  
Hui Jian ◽  
Weihua Wang ◽  
Qiang Wang ◽  
Lin He
2021 ◽  
Author(s):  
Lucas G. Furniel ◽  
Radell Echemendía ◽  
Antonio C. B. Burtoloso

The first examples of a highly efficient and enantioselective carbene-mediated insertion reaction, from a sulfur ylide, are described.


2016 ◽  
Vol 52 (36) ◽  
pp. 6079-6082 ◽  
Author(s):  
Zhuang Song ◽  
Yizhou Wu ◽  
Tao Xin ◽  
Chao Jin ◽  
Xiaoan Wen ◽  
...  

The Rh(ii)-catalyzed sulfur ylide [1,2]-rearrangement of carbenoids generated from aryldiazoacetates has been realized via N–S bond insertion under low catalyst loading.


2020 ◽  
Vol 23 (5) ◽  
pp. 142-146
Author(s):  
Siti Mariyah Ulfa ◽  
Fath Dwisari ◽  
Ade Cintyia Sally ◽  
Mohammad Farid Rahman

The solubility of the compound is a crucial task for new drug design. Quinone is a promising candidate to develop as a new drug. In this research, the synthesis of 1,4-benzoquinone derivatives, that is, 2-(5-bromoamyl)-3,5-dimethyl-1,4-benzoquinone (2a) and 2-(5-bromoamyl)-5-methyl-1,4-benzoquinone (2b) were carried out by decarboxylation and insertion reaction of alkyl bromides. The product 2a and 2b are purified using SiO2 gel column chromatography and analyzed by UV-Visible, FT-IR, and NMR. The yield of 2a is 13.75%, and 2b is 4.04%. The solubility of 2a and 2b, expressed by log P, is measured in the n-octanol/water (3:7 (v/v)) system by the shake flask method. The log P of 2a and 2b are 2.99 and 1.36, respectively. It is showed that the log P of 2a is higher compared to 2b. The presence of two methyl substituents on the quinone ring of 2a supports the increase of hydrophobicity of the compound in the n-octanol/water system.


1970 ◽  
Vol 35 (5) ◽  
pp. 1600-1604 ◽  
Author(s):  
Jerome. Adams ◽  
Lee. Hoffman ◽  
Barry M. Trost
Keyword(s):  

Synthesis ◽  
2020 ◽  
Author(s):  
Yan-Wei Zhao ◽  
Shun-Yi Wang ◽  
Xin-Yu Liu ◽  
Tian Jiang ◽  
Weidong Rao

AbstractA synthesis of benzothiazole derivatives through the reaction of 2-halo-N-allylanilines with K2S in DMF is developed. The trisulfur radical anion S3·–, which is generated in situ from K2S in DMF, initiates the reaction without transition-metal catalysis or other additives. In addition, two C–S bonds are formed and heteroaromatization of benzothiazole is triggered by radical cyclization and H-shift.


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