New Heteroaromatic Azo Compounds Based on Pyridine, Isoxazole, and Benzothiazole for Efficient and Highly Selective Amidation and Mono-N-Benzylation of Amines under Mitsunobu Conditions
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- Iranpoor Nasser
- Department of Chemistry, College of Sciences, Shiraz University
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- Firouzabadi Habib
- Department of Chemistry, College of Sciences, Shiraz University
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- Khalili Dariush
- Department of Chemistry, College of Sciences, Shiraz University
Bibliographic Information
- Other Title
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- New Heteroaromatic Azo Compounds Based on Pyridine, Isoxazole, and Benzothiazole for Efficient and Highly Selective Amidation and Mono-<i>N</i>-Benzylation of Amines under Mitsunobu Conditions
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Abstract
4,4′-Azopyridine (2c) is used in conjunction with triphenylphosphine for the efficient conversion of carboxylic acids into amides via Mitsunobu reaction with primary and secondary aliphatic and aromatic amines. The highly selective amidation of only primary aromatic amines with new heterogeneous azo compounds based on benzothiazole 2d and isoxazole 2e is also described. These azo compounds 2c–2e can also be applied for selective mono-N-benzylation of primary aromatic amines. The solid side product heteroaromatic hydrazines obtained under the developed Mitsunobu conditions are easily separated by simple filtration and can be reoxidized to azo compounds for further use.
Journal
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- Bulletin of the Chemical Society of Japan
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Bulletin of the Chemical Society of Japan 83 (8), 923-934, 2010
The Chemical Society of Japan
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Keywords
Details 詳細情報について
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- CRID
- 1390282679119829760
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- NII Article ID
- 130004152777
- 10026510469
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- NII Book ID
- AA00580132
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- ISSN
- 13480634
- 00092673
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- NDL BIB ID
- 10779841
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- Text Lang
- en
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- Data Source
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- JaLC
- NDL
- Crossref
- CiNii Articles
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- Abstract License Flag
- Disallowed