Synthesis of Phosphate Esters by Using Diphenyl Ditelluride as Organocatalyst

被引:1
|
作者
Goulart, Helen A. A. [1 ]
Araujo, Daniela R. R. [1 ]
Iarocz, Lucas E. B. [1 ]
Pizzi, Bruna R. R. [1 ]
Barcellos, Thiago [2 ]
Silva, Marcio S. [1 ]
Perin, Gelson [1 ]
机构
[1] Univ Fed Pelotas UFPel, Lab Sintese Organ Limpa, LASOL, CCQFA, POB 534, BR-6010900 Pelotas, RS, Brazil
[2] Univ Caxias Do Sul UCS, Lab Biotecnol Prod Nat & Sintet, BR-95070560 Caxias Do Sul, RS, Brazil
关键词
design of experiment; green chemistry; organocatalysis; phosphonates; ultrasonic irradiation; ORGANOTELLURIUM COMPOUNDS; ORGANOSELENIUM; CHEMISTRY; DESIGN; DOE;
D O I
10.1002/ejoc.202300021
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report a protocol for the synthesis of new dialkyl(1-(organolthio)naphthalen-2-yl)phosphates and derivatives via a dehydrogenative phosphorylation reaction between functionalized naphthols and H-phosphonates. Diphenyl ditelluride was employed as an organocatalyst and sonochemistry as an alternative energy source. The reaction conditions were defined through a factorial design approach, and the best condition provided the synthesis of dialkyl(1-(organolthio)naphthalen-2-yl)phosphates in yields that varied from 51-98 % under ultrasound irradiation after 2 h of sonication. The synthetic protocol was also effective for phenol and thiophenol starting materials. All products were characterized by state-of-the-art spectroscopic and spectrometric techniques.
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页数:6
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