دورية أكاديمية

Base‐Regulated Synthesis of the Bestmann‐Ohira or Seyferth‐Gilbert Reagent Utilizing FSO2N3.

التفاصيل البيبلوغرافية
العنوان: Base‐Regulated Synthesis of the Bestmann‐Ohira or Seyferth‐Gilbert Reagent Utilizing FSO2N3.
المؤلفون: Liu, Shuo1,2 (AUTHOR), Liang, Yufei3 (AUTHOR), Xu, Long1 (AUTHOR), Dong, Jiajia1,2,4 (AUTHOR) jiajiadong@sjtu.edu.cn
المصدر: European Journal of Organic Chemistry. 5/3/2024, Vol. 27 Issue 17, p1-5. 5p.
مصطلحات موضوعية: *CLICK chemistry, *METHYLENE compounds, *ALDEHYDES, *TRIAZOLES, *AZIDES
الشركة/الكيان: UNITED States. Bureau of Reclamation
مستخلص: Herein, we present a new application of fluorosulfonylazide (FSO2N3) for diazotizing a series of activated methylene compounds to deliver the corresponding diazo products. Notably, by the judicious choice of bases, the selective generation of the Bestmann‐Ohira reagent (BOR) or the Seyferth‐Gilbert reagent (SGR) has been realized from FSO2N3 and dimethyl‐2‐oxopropylphosphonate. We also investigated the kinetics of the homologation of aldehydes using these two reagents with K2CO3 as a base in MeOH, finding that a faster reaction rate was achieved by using SGR. Moreover, the facile one‐pot synthesis of terminal alkynes from aldehydes has been established, which could be further coupled with azides to deliver triazoles using CuAAC click chemistry. [ABSTRACT FROM AUTHOR]
قاعدة البيانات: Academic Search Index
الوصف
تدمد:1434193X
DOI:10.1002/ejoc.202301282