Harnessing Autoxidation of Aldehydes: In Situ lodoarene Catalyzed Synthesis of Substituted 1,3,4-Oxadiazole, in the Presence of Molecular Oxygen

被引：35

作者：

Chauhan, Jyoti ^{[1
]}

Ravva, Mahesh K. ^{[2
]}

Sen, Subhabrata ^{[1
]}

机构：

[1] Shiv Nadar Univ, Sch Nat Sci, Dept Chem, Gautambudh Nagar 201314, Uttar Pradesh, India

[2] SRM Univ AP, Dept Chem, Amaravati 522502, Andhra Pradesh, India

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 16期

关键词：

O-IODOXYBENZOIC ACID; HYPERVALENT IODINE; ORGANIC-SYNTHESIS; DERIVATIVES; HYDRAZIDES; REAGENTS; CYCLIZATION; ANNULATION; TARGETS; CANCER;

D O I：

10.1021/acs.orglett.9b02542

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Isobutyraldehyde underwent auto-oxidation in the presence of molecular oxygen to generate an acyloxy radical under a "metal-free" environment. They were subsequently exploited in situ to afford hypervalent iodines with p-anisolyl iodide which generated substituted 1,3,4-oxadiazoles in moderate to excellent yields from N'-arylidene acetohydrazides. The reaction strategy tolerated diverse substitution on the hydrazide substrates. Control experiments and literature precedence supported the formation of an in situ iodosylarene complex that facilitates the formation of products.

引用

收藏

页码：6562 / 6565

页数：4

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