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Preparation Of Polystyrene-Supported Sulfonyl Compounds And Their Applications In Solid-Phase Organic Synthesis

Posted on:2007-09-30Degree:MasterType:Thesis
Country:ChinaCandidate:W ZhouFull Text:PDF
GTID:2121360185972710Subject:Polymer Chemistry and Physics
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In this dissertation, solid-phase organic synthesis reactions based on several polystyrene-bound sulfonyl reagents were investigated.Firstly, Reaction of 1% cross-linked polystyrene-supported sodium phenylsulfinate with α-bromopropionic acid and α-bromobutanoic acid afforded corresponding polystyrene-supported α-sulfonylpropionic acid, α-sulfonylbutanoic acid, respectively. Treatment of α-sulfonylpropionic acid and α-sulfonylbutanoic acid resins with excess thionyl chloride in 1, 2-dichloroethane to yield polystyrene-supported α-sulfonylprop-anoyl chloride and α-sulfonylbutyryl chloride, respectively. After removing excess thionyl chloride, and without further isolation, they were allowed to react with primary and secondary amines in the presence of anhydrous triethylamine to afford corresponding α-sulfonylpropanamide and α-sulfonylbutanamide resins. Subsequent elimination with potassium tert-butoxide at 0℃ furnished acrylamide and (E)-2-butenamide compounds, respectively. The procedure provided a convenient and wild method with good yield (85-96%) and high purity (>95%) for the preparation of 2-Alkenamide.Secondly, Reaction of 1% cross-linked polystyrene-supported sodium phenylsulfni-te with diethyl iodomethylphosphonate and diisopropyl iodomethylphosphonate afforded the corresponding diethyl (phenylsulfonyl)methylphosphonate and diisopropyl (phenylsulfonyl)methylphosphonate resins, respectively. Then treatment (phenylsulfonyl)methylphosphonate resins with n-BuL腥诰涞囊幻妫修智褪萦驳囊幻妫谇逖拧⒏咝恪⒖樟橹邢猿龈哐鸥竦鳌⑸钤兑馊さ奶厣T诖实牧煊颍忠越魇ㄈ氪剩状辞甯睁晾涞男麓史纾饔轿锎什嗝嬗帽省⒁琶踩∩瘢路ê陀镅砸嗍萦睬桶巍G迦酥煲妥稹洞首邸し⒎病分赋觯骸按手聊纤危技涔ぃ了渭径技浔洌⒄率献钗艹觥!庇炙担骸佰堆艚绯觯渥磷至叮橛诖佳拧!弊钕冉沂境觥鞍资时洹钡拇适芬庖澹隙私室郧逖糯史缭诖炒手饪诹⑴傻墓ā? 本文认为,把姜夔作为一个诗学理论家和诗词兼工的名家,综合研究姜夔在江西诗派的文学环?...
Keywords/Search Tags:Polystyrene-supported sulfonyl reagents, Sodium benzenesulfmate, Solid-phase organic synthesis, Acrylamide, (E)-2-Butenamide, Cycloalkylphosphonate, Diethyl 1-cycloalkenylphosphonate, α,β-Unsaturated butanolides, γ-Butyrolactone
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