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

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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Publication Details

Journal
Synthetic Communications
Published
2024-08-12
DOI
https://doi.org/10.1080/00397911.2024.2389542
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

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

Tanu Gupta, Mahendrasinh Raj, Rajesh Kumar, Rashmi Singh et al.
Synthetic Communications
Catalytic C–H Functionalization Methods
article

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

Tanu Gupta, Mahendrasinh Raj, Rajesh Kumar, Rashmi Singh, Vishal Sharma
article en

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.

Synthetic CommunicationsVol. 54(17)
Babasaheb Bhimrao Ambedkar Bihar University (IN), Jai Prakash University (IN), Banaras Hindu University (IN)
Openalex Percentile: Top 91%
Catalytic C–H Functionalization Methods
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