scholarly journals Efficient Cu-catalyzed base-free C–S coupling under conventional and microwave heating. A simple access to S-heterocycles and sulfides

2013 ◽  
Vol 9 ◽  
pp. 467-475 ◽  
Author(s):  
Silvia M Soria-Castro ◽  
Alicia B Peñéñory

S-aryl thioacetates can be prepared by reaction of inexpensive potassium thioacetate with both electron-rich and electron-poor aryl iodides under a base-free copper/ligand catalytic system. CuI as copper source affords S-aryl thioacetates in good to excellent yields, by using 1,10-phenanthroline as a ligand in toluene at 100 °C after 24 h. Under microwave irradiation the time was drastically reduced to 2 h. Both procedures are simple and involve a low-cost catalytic system. This methodology was also applied to the “one-pot” synthesis of target heterocycles, such as 3H-benzo[c][1,2]dithiol-3-one and 2-methylbenzothiazole, alkyl aryl sulfides, diaryl disulfides and asymmetric diaryl sulfides in good yields.

Synthesis ◽  
2019 ◽  
Vol 51 (11) ◽  
pp. 2323-2330
Author(s):  
Norio Sakai ◽  
Hiromu Maeda ◽  
Yohei Ogiwara

A copper-catalyzed three-component coupling reaction of aryl iodides, hexamethyldisilathiane and alkyl benzoates leading to alkyl aryl sulfides has been demonstrated. A disilathiane acted as both a sulfur source and a promoter of the sulfidation, and the alkyl moiety of the alkyl benzoate was effectively introduced on one side of the sulfide. Moreover, we found that the protocol can be expanded to the preparation of ethyl phenyl selenide with diphenyl diselenide.


2004 ◽  
Vol 69 (9) ◽  
pp. 3236-3239 ◽  
Author(s):  
Jungyeob Ham ◽  
Inho Yang ◽  
Heonjoong Kang

2020 ◽  
Vol 44 (9-10) ◽  
pp. 557-565
Author(s):  
Zhenzhen Geng ◽  
Hong-yu Zhang ◽  
Guohui Yin ◽  
Yuecheng Zhang ◽  
Jiquan Zhao

The ionic liquid 1-methyl-3-(3-sulfopropyl)imidazolium chloride ([MIMPs]+Cl-) in combination with 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) and sodium nitrite (NaNO2) as a catalytic system demonstrates high efficiency in the one-pot two-step aerobic oxidative condensation of benzyl alcohols with 1,2-phenylenediamines to give benzimidazoles. Various benzimidazoles are obtained in good to excellent yields by this strategy.


ChemInform ◽  
2007 ◽  
Vol 38 (13) ◽  
Author(s):  
Sukanta Kamila ◽  
Benjamin Koh ◽  
Omair Khan ◽  
Hongming Zhang ◽  
Edward R. Biehl

RSC Advances ◽  
2015 ◽  
Vol 5 (58) ◽  
pp. 46545-46551 ◽  
Author(s):  
Behrooz Maleki ◽  
Mehdi Baghayeri ◽  
Seyed Mohammad Vahdat ◽  
Abbas Mohammadzadeh ◽  
Somaieh Akhoondi

A Ag@TiO2 nanocomposite/water as a novel catalytic system is used for the synthesis of benzoxazole derivatives. A shorter reaction time along with high product yield, catalyst stability and recyclability are the merits of this novel protocol.


RSC Advances ◽  
2015 ◽  
Vol 5 (49) ◽  
pp. 39263-39269 ◽  
Author(s):  
Goutam Brahmachari ◽  
Bubun Banerjee

Ceric ammonium nitrate (CAN)-catalyzed one-pot synthesis of alkyl/aryl/heteroaryl-substituted bis(6-aminouracil-5-yl)methane scaffolds (3a–3u) has been developed via a pseudo three-component reaction in aqueous ethanol at room temperature.


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