Synthesis of 2-trifluoromethyl chromenes via double carbonyl-ene reaction

Author(s):  
Shouxiong Chen ◽  
Hui Wang ◽  
Qi Lin ◽  
Zhiqiang Weng

A new protocol for the synthesis of diversely substituted 2-trifluoromethyl chromenes from the cyclization reaction of o-isopropenylphenols with trifluoroacetic anhydride has been developed, which proceeds via sequential trifluoroacetylation and double...

2015 ◽  
Vol 93 (10) ◽  
pp. 1122-1131 ◽  
Author(s):  
Shoko Yamazaki ◽  
Junya Wada ◽  
Kiyomi Kakiuchi

The stereospecificity of the cyclization reaction of (E)- and (Z)-2-alkenyl esters and amides of ethenetricarboxylate has been examined. The reaction of (E)/(Z)-2-butenyl esters with AlCl3 or FeCl3 gave trans-substituted chlorinated γ-lactone diastereomers stereospecifically. (E)/(Z)-2-butenyl and pentenyl amides undergo an intramolecular ene reaction at room temperature gradually. At 80 °C, the (Z)-alkenyl amides were transformed to cis-substituted ene adducts and the (E)-amides were transformed to cis- and trans-substituted ene adduct mixtures. The reaction of (E)/(Z)-2-alkenyl amides with ZnI2 gave trans-substituted γ-lactam diastereomers stereospecifically along with the ene adducts.


1996 ◽  
Vol 24 (4) ◽  
pp. 769-775
Author(s):  
Jing-Yao Zhou ◽  
Yu Jia ◽  
Qiu-Yi Shao ◽  
Shi-Hui Wu
Keyword(s):  

2019 ◽  
Vol 16 (6) ◽  
pp. 511-516
Author(s):  
Adnan Cetin

Efficient steps towards the synthesis of novel (phenyl)(1'-aryl-1,5,5'-triphenyl[3,3'-bi-1Hpyrazol]- 4-yl)methanones 4a-e were developed. The procedure starts from 1-(4-benzoyl-1,5-diphenyl- 1H-3-pyrazolyl)-3-phenyl-2-propyn-1-one (2) which was synthesized by a palladium catalyzed crosscoupling reaction. Compound 2 reacted with various hydrazines to give (E)-(phenyl)[1,5-diphenyl-3- [3-phenyl-1-(2-arylhydrazono)-2-propyn-1-yl]-1H-4-pyrazolyl]methanones E-3a-e. The bis-pyrazole derivatives 4a-e were synthesized from electrophilic cyclization reaction of α,β-acetylenic hydrazones E-3a-e and copper(I) iodide. All synthesized compounds were characterized by FT-IR, 1H, 13C NMR and Mass spectral analyses.


2019 ◽  
Vol 84 (21) ◽  
pp. 13871-13880 ◽  
Author(s):  
Xie-Chao Yang ◽  
Jin-Yu Liu ◽  
Zhen Liu ◽  
Xiu-Qin Hu ◽  
Peng-Fei Xu

2017 ◽  
Vol 90 (3) ◽  
pp. 550-561 ◽  
Author(s):  
Prithwiraj Mandal ◽  
Siva Ponnupandian ◽  
Soumyadip Choudhury ◽  
Nikhil K. Singha

ABSTRACT Thiol-ene modification of high vinyl content thermoplastic elastomeric styrene butadiene styrene (SBS) block copolymer (BCP) was carried out using different thiolating agents in toluene at 70 °C. 1H NMR analysis confirmed the participation of vinyl double bond in the thiol-ene modification reaction of SBS. Surface morphology of the block copolymers evaluated by atomic force microscopy analysis showed higher roughness after the thiol-ene reaction. The thiol-modified SBS block copolymer showed better adhesion strength and oil resistance properties than the pristine SBS.


2020 ◽  
Vol 304 ◽  
pp. 127382 ◽  
Author(s):  
Li Fu ◽  
Chunfei Chen ◽  
Wenqiang Chen ◽  
Jun Huang ◽  
Junan Xiao ◽  
...  
Keyword(s):  

2003 ◽  
Vol 5 (17) ◽  
pp. 3017-3020 ◽  
Author(s):  
Kiyosei Takasu ◽  
Hiroshi Ohsato ◽  
Masataka Ihara
Keyword(s):  

2021 ◽  
Vol 8 (1) ◽  
pp. 9
Author(s):  
Laura Brelle ◽  
Estelle Renard ◽  
Valerie Langlois

A novel generation of gels based on medium chain length poly(3-hydroxyalkanoate)s, mcl-PHAs, were developed by using ionic interactions. First, water soluble mcl-PHAs containing sulfonate groups were obtained by thiol-ene reaction in the presence of sodium-3-mercapto-1-ethanesulfonate. Anionic PHAs were physically crosslinked by divalent inorganic cations Ca2+, Ba2+, Mg2+ or by ammonium derivatives of gallic acid GA-N(CH3)3+ or tannic acid TA-N(CH3)3+. The ammonium derivatives were designed through the chemical modification of gallic acid GA or tannic acid TA with glycidyl trimethyl ammonium chloride (GTMA). The results clearly demonstrated that the formation of the networks depends on the nature of the cations. A low viscoelastic network having an elastic around 40 Pa is formed in the presence of Ca2+. Although the gel formation is not possible in the presence of GA-N(CH3)3+, the mechanical properties increased in the presence of TA-N(CH3)3+ with an elastic modulus G’ around 4200 Pa. The PHOSO3−/TA-N(CH3)3+ gels having antioxidant activity, due to the presence of tannic acid, remained stable for at least 5 months. Thus, the stability of these novel networks based on PHA encourage their use in the development of active biomaterials.


2021 ◽  
Vol 363 (4) ◽  
pp. 1038-1043
Author(s):  
Ying‐Chun He ◽  
Yan‐Mei Yan ◽  
Zhen‐Xing Ren ◽  
Yong‐Zhao Wang ◽  
Qiang Yu ◽  
...  

2021 ◽  
Vol 23 (4) ◽  
pp. 1451-1456
Author(s):  
Hai-Jun Leng ◽  
Qing-Zhu Li ◽  
Peng Xiang ◽  
Ting Qi ◽  
Qing-Song Dai ◽  
...  

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