Cross-dehydrogenative coupling of 3,6-dihydro-2H-pyrans with 1,3-dicarbonyls and aryl moieties

被引:4
作者
Feng, Guidong [1 ]
Sun, Chuanxi [1 ]
Xin, Xiaodong [2 ]
Wan, Renzhong [1 ]
Liu, Lei [2 ]
机构
[1] Shandong Agr Univ, Coll Anim Sci & Vet Med, Tai An 271018, Shandong, Peoples R China
[2] Shandong Univ, Sch Chem & Chem Engn, Jinan 250100, Shandong, Peoples R China
关键词
Cross-dehydrogenative coupling; 3,6-Dihydro-2H-pyran; 1,3-Dicarbonyl; Aryl ring; C-H FUNCTIONALIZATION; TERTIARY-AMINES; STRUCTURALLY DIVERSE; BONDS ADJACENT; ASYMMETRIC-SYNTHESIS; BENZYL ETHERS; N-OXIDES; ALKYLATION; ARYLATION; CATALYSIS;
D O I
10.1016/j.tetlet.2019.05.016
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An indium-catalyzed oxidative C-H alkylation and arylation of 4-substituted 3,6-dihydro-2H-pyrans (DHPs) using dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) as the oxidant has been developed. The mild and modular cross-dehydrogenative coupling reaction exhibited a broad scope with respect to both DHPs and nucleophilic 1,3-dicarbonyl moieties as well as aryl rings, rapidly providing 2,4-disubstituted DHPs bearing diverse patterns of functionalities at the alpha position. (C) 2019 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1547 / 1550
页数:4
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