Iodine-Promoted One-pot Synthesis of Highly Substituted 4-Aminopyrroles and Bis-4-aminopyrrole from Aryl Methyl Ketones, Arylamines, and Enamines
- Authors
- Jalani, Hitesh B.; Mali, Jyotirling R.; Park, Hyejun; Lee, Jae Kyun; Lee, Kiho; Lee, Kyeong; Choi, Yongseok
- Issue Date
- 5-11월-2018
- Publisher
- WILEY-V C H VERLAG GMBH
- Keywords
- 4-Aminopyrroles; Kornblum oxidation; Enamines; Hantzsch-type one-pot approach
- Citation
- ADVANCED SYNTHESIS & CATALYSIS, v.360, no.21, pp.4073 - 4079
- Indexed
- SCIE
SCOPUS
- Journal Title
- ADVANCED SYNTHESIS & CATALYSIS
- Volume
- 360
- Number
- 21
- Start Page
- 4073
- End Page
- 4079
- URI
- https://scholar.korea.ac.kr/handle/2021.sw.korea/71885
- DOI
- 10.1002/adsc.201800899
- ISSN
- 1615-4150
- Abstract
- An iodine-promoted one-pot synthesis of functionally diverse and highly substituted 4-aminopyrroles directly from aryl methyl ketones, arylamines, and enamines was developed. The reaction involves in-situ oxidation of aryl methyl ketone to glyoxal, subsequent imine formation by aniline, followed by nucleophilic addition of enamine, and cyclization to afford highly substituted 4-aminopyrroles. This reaction involved the formation of two C-N bonds and one C-C bond by a formal [1+1+3] annulation approach. The present method provides an interesting framework of two 4-aminopyrrole units directly attached to a biphenyl core by the reaction of 4,4 '-diacyl biphenyl, amine, and enamine groups. This Hantzsch-type one-pot reaction provides diverse 4-aminopyrroles, which could be useful in medicinal/material chemistry.
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Collections - College of Pharmacy > Department of Pharmaceutical Science > 1. Journal Articles
- Graduate School > Department of Biotechnology > 1. Journal Articles
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