Access to Chromenopyrrole via Tandem [3+2] Cycloaddition and Intramolecular C-O Coupling

被引：3
|
作者：
Das, Bubul [1 ,2 ]
Chakraborty, Nikita [1 ]
Dhara, Hirendra Nath [1 ]
Bhattacharyya, Pratip [1 ]
Patel, Bhisma K. [1 ]
机构：
[1] Indian Inst Technol Guwahati, Dept Chem, North Guwahati 781039, Assam, India
[2] Assam Engn Coll, Dept Chem, Gauhati 781013, Assam, India
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 02期
关键词：
MICROTETRASPORA SPIRALIS; BIOSYNTHESIS; PYRALOMICINS; ANTIBIOTICS; PYRROLES;
D O I：
10.1021/acs.joc.3c02479
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A mild and concise method for the synthesis of chromenopyrrole from 2 '-hydroxychalcone is devised. The reaction proceeds via an initial [3 + 2] cycloaddition on the C & boxH;C bond of 2 '-hydroxychalcone and 1,3-dipolarophile, generated in situ by the reaction of ethyl isocyanoacetate and AgOAc. This is then followed by an intramolecular C-O bond formation with the -OH group and C5-H of the in situ generated pyrrole, leading to chromenopyrroles.
引用
收藏
页码：1331 / 1335
页数：5
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