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Copper Catalyzed Three-Component Ullmann C-S Coupling in PEG for the Synthesis of 6-Aryl/alkylthio-purines.
Zhang, Panpan; Liu, Yunfang; Li, Xulian; Siri, Geling; Wang, Jieyuan; Li, Zhen; Jian, Yajun; Gao, Ziwei.
Afiliação
  • Zhang P; Key Laboratory of Applied Surface and Colloid Chemistry, MOE, Xi'an Key Laboratory of Organometallic Material Chemistry, School of Chemistry and Chemical Engineering, Shaanxi Normal University Xi'an 710119, China.
  • Liu Y; South China Institute of Environmental Science, Ministry of Ecology and Environment, Guangzhou 510655, China.
  • Li X; Key Laboratory of Applied Surface and Colloid Chemistry, MOE, Xi'an Key Laboratory of Organometallic Material Chemistry, School of Chemistry and Chemical Engineering, Shaanxi Normal University Xi'an 710119, China.
  • Siri G; Key Laboratory of Applied Surface and Colloid Chemistry, MOE, Xi'an Key Laboratory of Organometallic Material Chemistry, School of Chemistry and Chemical Engineering, Shaanxi Normal University Xi'an 710119, China.
  • Wang J; Key Laboratory of Applied Surface and Colloid Chemistry, MOE, Xi'an Key Laboratory of Organometallic Material Chemistry, School of Chemistry and Chemical Engineering, Shaanxi Normal University Xi'an 710119, China.
  • Li Z; Key Laboratory of Applied Surface and Colloid Chemistry, MOE, Xi'an Key Laboratory of Organometallic Material Chemistry, School of Chemistry and Chemical Engineering, Shaanxi Normal University Xi'an 710119, China.
  • Jian Y; Key Laboratory of Applied Surface and Colloid Chemistry, MOE, Xi'an Key Laboratory of Organometallic Material Chemistry, School of Chemistry and Chemical Engineering, Shaanxi Normal University Xi'an 710119, China.
  • Gao Z; Key Laboratory of Applied Surface and Colloid Chemistry, MOE, Xi'an Key Laboratory of Organometallic Material Chemistry, School of Chemistry and Chemical Engineering, Shaanxi Normal University Xi'an 710119, China.
J Org Chem ; 89(4): 2212-2222, 2024 Feb 16.
Article em En | MEDLINE | ID: mdl-38311847
ABSTRACT
To tackle the environmental unfriendly issue in existing synthesis strategies for 6-substitued thiopurine derivatives, such as poor step economy, frequent use of malodorous organic sulfur starting materials, toxic organic solvents, and equivalent dosage of base, we have developed a CuI-catalyzed base-free three-component Ullmann C-S coupling synthetic strategy, featured using inorganic salt Na2S as the sulfur source and nontoxic PEG-600 as the solvent. The newly developed strategy is particularly effective for the synthesis of 6-arylthiopurines. The high catalytic efficiency in PEG-600 can be rationalized by the high soluble ability of CuI catalyst, likely due to the presence of multiple oxygen coordination sites in PEG.

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2024 Tipo de documento: Article

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2024 Tipo de documento: Article