| Title | Unveiling Hetero-Enyne Reactivity of Aryliminoboranes: Dearomative Hetero-Diels-Alder-Like Reactions |
| Author | |
| Corresponding Author | Liu，Liu Leo; Kong，Lingbing |
| Publication Years | 2022-07-01
|
| DOI | |
| Source Title | |
| ISSN | 1433-7851
|
| EISSN | 1521-3773
|
| Abstract | Being isoelectronic with alkynes, iminoboranes with a polar B N triple bond have been exclusively investigated as a potent 1,2-dipole in synthetic chemistry. Herein, we disclose the unprecedented reactivity of aryliminoboranes via the BNCC pi conjugation, namely hetero-enyne behavior. This allows for facile dearomative Diels-Alder-like reactions of aryliminoboranes with aldehydes. This cycloaddition features mild conditions, is catalyst-free, and has a broad substrate scope and good functional group tolerance. Kinetic and computational studies reveal its second-order reaction and concerted cyclization mechanism. This report unveils new synthetic application of iminoboranes beyond their classical reaction patterns. |
| Keywords | |
| URL | [Source Record] |
| Indexed By | |
| Language | English
|
| Important Publications | NI Journal Papers
|
| SUSTech Authorship | Corresponding
|
| Funding Project | NSFC["21971144","21702228","22101114"]
; Key R&D Program of Shandong (SD) Province[2019GGX102032]
; NSF of SD Province[ZR2019ZD46]
; Qilu Youth Scholar Funding of SDU[11190088963021]
; Multidisciplinary Research and Innovation Team of Young Scholars of SDU[2020QNQT007]
; Fundamental Research Funds for the Central Universities[2021JCG019]
; Guangdong Provincial Key Laboratory of Catalysis[2020B121201002]
|
| WOS Research Area | Chemistry
|
| WOS Subject | Chemistry, Multidisciplinary
|
| WOS Accession No | WOS:000824619100001
|
| Publisher | |
| EI Accession Number | 20222912365289
|
| EI Keywords | Cyclization
; Cycloaddition
|
| ESI Classification Code | Chemical Reactions:802.2
; Organic Compounds:804.1
|
| ESI Research Field | CHEMISTRY
|
| Scopus EID | 2-s2.0-85133953982
|
| Data Source | Web of Science
|
| Citation statistics |
Cited Times [WOS]:2
|
| Document Type | Journal Article |
| Identifier | http://kc.sustech.edu.cn/handle/2SGJ60CL/355928 |
| Department | Department of Chemistry 深圳格拉布斯研究院 |
| Affiliation | 1.School of Chemistry and Chemical Engineering,Shandong University,Jinan,250100,China 2.Department of Chemistry,Shenzhen Grubbs Institute and Guangdong Provincial Key Laboratory of Catalysis,Southern University of Science and Technology,Shenzhen,518055,China 3.School of Chemistry and Chemical Engineering,Liaocheng University,Liaocheng,252059,China 4.State Key Laboratory of Elemento-Organic Chemistry,Nankai University,Tianjin,300071,China |
| Corresponding Author Affilication | Department of Chemistry; Shenzhen Grubbs Institute |
| Recommended Citation GB/T 7714 |
Qiu，Shuang,Zhang，Xin,Hu，Chaopeng,et al. Unveiling Hetero-Enyne Reactivity of Aryliminoboranes: Dearomative Hetero-Diels-Alder-Like Reactions[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2022.
|
| APA |
Qiu，Shuang.,Zhang，Xin.,Hu，Chaopeng.,Chu，Hongxu.,Li，Qianli.,...&Kong，Lingbing.(2022).Unveiling Hetero-Enyne Reactivity of Aryliminoboranes: Dearomative Hetero-Diels-Alder-Like Reactions.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION.
|
| MLA |
Qiu，Shuang,et al."Unveiling Hetero-Enyne Reactivity of Aryliminoboranes: Dearomative Hetero-Diels-Alder-Like Reactions".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2022).
|
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