One pot synthesis of 4-iodo-3-phenylbenzo[b][1,6]naphthyridine via imino iodization-cyclization of alkynylquinoline-3-carbaldehydes

IF 1.8 3区 化学 Q3 CHEMISTRY, ORGANIC Synthetic Communications Pub Date : 2024-08-12 DOI:10.1080/00397911.2024.2389542
Rashmi Singh , Vishal Prasad Sharma , Rajesh Kumar , Manish Raj , Tanu Gupta
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Abstract

Simple, environmentally benign and metal free one pot strategy has been used for the synthesis of 4-iodo-3-phenylbenzo[b][1,6]naphthyridine from O-alkynylquinolinyl aldehydes with tert-butyl amine and iodine through imine formation in good to excellent yield at room temperature in aerobic and mild conditions. The beauty of this reaction is the imine formation and cyclization in the same reaction pot. Due to presence of iodine in product, it can be useful for further reaction and can be valuable synthon for new organic compounds.

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通过炔基喹啉-3-羰基醛的亚氨基碘化-环化一次性合成 4-碘-3-苯基苯并[b][1,6]萘啶
在室温、有氧和温和的条件下,采用简单、环保和无金属的一锅法从 O-炔基喹啉基醛与叔丁胺和碘通过亚胺的形成合成了 4-碘-3-苯基苯并[b][1,6]萘啶,收率良好甚至极佳。该反应的美妙之处在于亚胺的形成和环化在同一反应釜中完成。由于产物中含有碘,它可用于进一步反应,并可作为新有机化合物的重要合成物。
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来源期刊
Synthetic Communications
Synthetic Communications 化学-有机化学
CiteScore
4.40
自引率
4.80%
发文量
156
审稿时长
4.3 months
期刊介绍: Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.
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