Synthesis of 4-Oxoisoxazoline N-Oxides via Pd-Catalyzed Cyclization of Propargylic Alcohols with tert-Butyl Nitrite.

التفاصيل البيبلوغرافية
العنوان:	Synthesis of 4-Oxoisoxazoline N-Oxides via Pd-Catalyzed Cyclization of Propargylic Alcohols with tert-Butyl Nitrite.
المؤلفون:	Feng KW; State Key Laboratory of Applied Organic Chemistry , Lanzhou University , 222 South Tianshui Road , Lanzhou 730000 , P.R. China., Ban YL; State Key Laboratory of Applied Organic Chemistry , Lanzhou University , 222 South Tianshui Road , Lanzhou 730000 , P.R. China., Yuan PF; State Key Laboratory of Applied Organic Chemistry , Lanzhou University , 222 South Tianshui Road , Lanzhou 730000 , P.R. China., Lei WL; State Key Laboratory of Applied Organic Chemistry , Lanzhou University , 222 South Tianshui Road , Lanzhou 730000 , P.R. China., Liu Q; State Key Laboratory of Applied Organic Chemistry , Lanzhou University , 222 South Tianshui Road , Lanzhou 730000 , P.R. China., Fang R; State Key Laboratory of Applied Organic Chemistry , Lanzhou University , 222 South Tianshui Road , Lanzhou 730000 , P.R. China.
المصدر:	Organic letters [Org Lett] 2019 May 03; Vol. 21 (9), pp. 3131-3135. Date of Electronic Publication: 2019 Apr 23.
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: 100890393 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1523-7052 (Electronic) Linking ISSN: 15237052 NLM ISO Abbreviation: Org Lett Subsets: PubMed not MEDLINE
أسماء مطبوعة:	Original Publication: Washington, DC : American Chemical Society, c1999-
مستخلص:	A cyclization of propargylic alcohols with tert-butyl nitrite at room temperature in air was achieved using Pd(OAc) 2 as catalyst. The first reported 4-oxoisoxazoline N-oxides could be directly accessed from a range of multisubstituted propargylic alcohols in moderate to excellent yields under mild conditions. Density functional theory calculations indicated that the reaction proceeds through a palladium-catalyzed NO 2 addition that efficiently generates a ketoxime radical, which eventually produces 4-oxoisoxazoline N-oxide.
تواريخ الأحداث:	Date Created: 20190424 Latest Revision: 20191120
رمز التحديث:	20221213
DOI:	10.1021/acs.orglett.9b00811
PMID:	31013104
قاعدة البيانات:	MEDLINE

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الوصف
تدمد:	1523-7052
DOI:	10.1021/acs.orglett.9b00811