Electrocyclization of Arylvinyl Oxetane/1,3-Diol to Substituted Indenyl Acetaldehyde via Indene-Ethanol, Oxepine, and a 1,6-Hydride Shift

被引：0

作者：

Kumar, Amit ^{[1
,2
]}

Mahesh, Gaddam ^{[1
]}

Nanubolu, Jagadeesh Babu ^{[3
]}

Sudhakar, Gangarajula ^{[1
,2
]}

机构：

[1] Indian Inst Chem Technol IICT, Dept Organ Synth & Proc Chem, CSIR, Hyderabad 500007, Telangana, India

[2] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India

[3] IICT, Dept Analyt & Struct Chem, CSIR, Hyderabad 500007, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2025年 / 90卷 / 07期

关键词：

NAZAROV CYCLIZATION; INHIBITORS; DERIVATIVES; IDENTIFICATION; DIVINYL; PATHWAY; DESIGN;

D O I：

10.1021/acs.joc.4c03126

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We intended to realize aryl vinyl oxetane as a 4 pi-electrocyclization precursor to access indene ethanol. Interestingly, we found that the readily accessible aryl vinyl 1,3-diol, an intermediate en route to the synthesis of oxetane, is an equally potential precursor for the anticipated cyclization. Moreover, aryl vinyl 1,3-diol/oxetane and indene ethanol readily reacted with the subsequently added (het)aromatic aldehydes, providing various indene oxepines/acetaldehydes. Additionally, indenyl aldehyde served as a synthetic handle for FGI, further expanding this protocol's scope.

引用

页码：2800 / 2805

页数：6