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صفحه اصلی
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بیست و نهمین کنفرانس شیمی آلی ایران
سنتز فضاگزین وینیل فسفونات ها از طریق نوآرایی آزا-کلایزن آروماتیک آلفا-آمینو فسفونات‌ها
Stereoselective synthesis of vinylphosphonates through aromatic aza-Claisen rearrangement of α-aminophosphonates
نویسندگان :
Babak Kaboudin ( دانشگاه تحصیلات تکمیلی علوم پایه زنجان ) , Mojtaba Ghashghaee ( دانشگاه تحصیلات تکمیلی علوم پایه زنجان )
کلید واژه ها :
Aminophosphonates،Claisen
چکیده مقاله :
In the past decade, organophosphorus compounds and their derivatives have received considerable attention due to their biological, pharmacological, agricultural and medicinal chemistry proprieties as well as their utility as synthetic intermediates[1]. We tried to design a simple and efficient method for the synthesis of β,γ-unsaturated α-aminophosphonates (Scheme 1). The Claisen rearrangements of vinyl and aryl allyl ether are exploited as an expeditious approach to carbon-carbon bond formation in organic syntheses. In contrast, the amino-Claisen rearrangement, the nitrogen analogue of Claisen rearrangement has attracted little attention due to several limitations including slow rates, the need of higher temperature and low yields due to simultaneous allylic cleavage or cyclization leading to C-N bond formation[2]. The aza-Claisen rearrangement of the β,γ-unsaturated α-aminophosphonates will be also studied in various reaction condition. The resulting product is considered a valuable reagent for starting a reaction due to the presence of active sites in the structure.
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