Application of N , N -Dimethylethanolamine as a One-Carbon Synthon for the Synthesis of Pyrrolo[1,2- a ]quinoxalines, Quinazolin-4-ones, and Benzo[4,5]imidazoquinazolines via [5 + 1] Annulation.

التفاصيل البيبلوغرافية
العنوان:	Application of N , N -Dimethylethanolamine as a One-Carbon Synthon for the Synthesis of Pyrrolo[1,2- a ]quinoxalines, Quinazolin-4-ones, and Benzo[4,5]imidazoquinazolines via [5 + 1] Annulation.
المؤلفون:	Geng M; Institute of Advanced Studies and School of Pharmaceutical Sciences, Taizhou University, Jiaojiang, 318000 Zhejiang, Taizhou, China.; Department of Chemistry, Key Laboratory of Surface & Interface Science of Polymer Materials of Zhejiang Province, Zhejiang Sci-Tech University, 310018 Zhejiang, Hangzhou, China., Huang M; Institute of Advanced Studies and School of Pharmaceutical Sciences, Taizhou University, Jiaojiang, 318000 Zhejiang, Taizhou, China., Kuang J; Institute of Advanced Studies and School of Pharmaceutical Sciences, Taizhou University, Jiaojiang, 318000 Zhejiang, Taizhou, China., Fang W; International Innovation Center for Forest Chemicals and Materials, College of Chemical Engineering, Nanjing Forestry University (NFU), Nanjing 210037, China., Miao M; Department of Chemistry, Key Laboratory of Surface & Interface Science of Polymer Materials of Zhejiang Province, Zhejiang Sci-Tech University, 310018 Zhejiang, Hangzhou, China., Ma Y; Institute of Advanced Studies and School of Pharmaceutical Sciences, Taizhou University, Jiaojiang, 318000 Zhejiang, Taizhou, China.
المصدر:	The Journal of organic chemistry [J Org Chem] 2022 Nov 04; Vol. 87 (21), pp. 14753-14762. Date of Electronic Publication: 2022 Oct 17.
نوع المنشور:	Journal Article; Research Support, Non-U.S. Gov't
اللغة:	English
بيانات الدورية:	Publisher: American Chemical Society Country of Publication: United States NLM ID: 2985193R Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1520-6904 (Electronic) Linking ISSN: 00223263 NLM ISO Abbreviation: J Org Chem Subsets: MEDLINE
أسماء مطبوعة:	Publication: Columbus Oh : American Chemical Society Original Publication: Easton, Pa. [etc.]
مواضيع طبية MeSH:	Quinoxalines* , Deanol*, Carbon ; Pyrroles
مستخلص:	The synthesis of N -heterocycles composes a significant part of synthetic chemistry. In this report, a Cu(II)-catalyzed green and efficient synthesis of pyrrolo[1,2- a ]quinoxaline, quinazolin-4-one, and benzo[4,5]imidazoquinazoline derivatives was developed, employing N,N -dimethylethanolamine (DMEA) as a C1 synthon. Green oxidant O 2 is critical in these transformations, facilitating the formation of a key intermediate─a reactive iminium ion. The method conducted under mild conditions is compatible with a diversity of functional groups, providing an appealing alternative to the previously developed protocols.
المشرفين على المادة:	0 (Quinoxalines) 84JOT4EY5X (4-hydroxyquinazoline) 2N6K9DRA24 (Deanol) 7440-44-0 (Carbon) 0 (Pyrroles)
تواريخ الأحداث:	Date Created: 20221018 Date Completed: 20221108 Latest Revision: 20230106
رمز التحديث:	20231215
DOI:	10.1021/acs.joc.2c02079
PMID:	36254464
قاعدة البيانات:	MEDLINE

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الوصف
تدمد:	1520-6904
DOI:	10.1021/acs.joc.2c02079