A Short-Cut to Substituted Fused Pyrrolo[2,1-c][1,4]oxazines: A Hybrid Theoretical and Experimental Study

被引：3

作者：

Ivanov, Andrey V. V. ^{[1
]}

Bobkov, Alexander S. S. ^{[2
]}

Martynovskaya, Svetlana V. V. ^{[1
]}

Budaev, Arsalan B. B. ^{[1
]}

Vitkovskaya, Nadezhda M. M. ^{[2
]}

机构：

[1] Russian Acad Sci, Favorsky Irkutsk Inst Chem, Lab Heterocycl Cpds, Siberian Branch, 1 Favorsky St, Irkutsk 664033, Russia

[2] Irkutsk State Univ, Lab Quantum Chem Modeling Mol Syst, 1 Karl Marx St, Irkutsk 664003, Russia

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 12卷 / 08期

关键词：

pyrrolooxazines; allenes; quantum chemistry; reaction mechanisms; superbase;

D O I：

10.1002/ajoc.202300153

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The effect of substituents in the pyrrole ring and at the triple bond on the formation of fused pyrrolooxazines from 1H-pyrrol-2-ylmethanols and propargyl chlorides has been theoretically and experimentally studied. The energy characteristics of the reaction are evaluated using quantum-chemical calculations (CBS-Q//B3). A one-pot transition metal-free synthesis of substituted 3-methyl-1H-pyrrolo[2,1-c][1,4]oxazines in good yields has been implemented in the superbasic system NaOH/DMSO.

引用

页数：7

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