| Coupling Reaction of Organoboronic Acids with Chloropyrimidines and Trichlorotriazine |
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| 引用本文： | 谭久青 常建华 邓敏智. Coupling Reaction of Organoboronic Acids with Chloropyrimidines and Trichlorotriazine[J]. 中国化学, 2004, 22(9): 941-944. DOI: 10.1002/cjoc.20040220913 |
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| 作者姓名： | 谭久青 常建华 邓敏智 |
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| 作者单位： | [1]DepartmentofChemistry,NorthwestUniversity,Xi＇an,Shaanxi710069,China [2]StateKeyLaboratoryofOrganometallicChemistry,ShanghaiInstituteofOrganicChemistry,ChineseAcademyofSciences,Shanghai200032,China [3]DepartmentofChemistry,NorthwestUniversity,Xi＇an,Shaanxi710069,China |
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| 基金项目： | the National Natural Science Foundation of China (No. 20272073). |
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| 摘 要： | Pd-catalyzed cross-coupling reactions of chloropyrimidirtes with alkenylboronic acids readily proceed to give the corresponding alkenylpyrimidines in high to excellent yields. The coupling reaction of 2,4-dichloropyrimidine or 2,4,6-trichloropyrimidine with one equivalent of alkenylboronic acid occurred more easily on 4-position than on 2-position, which implied that the reaction is highly regioselective. The reaction is stereospecific since the configuration of C=C remained intact. The preliminary study on the cross-coupling reactions of 2,4,6-trichlorotriazine with one equivalent of arylboronic acids showed that the reactions afforded the monosubstituted triazines in moderate yields. The effect of steric hindrance of the substitutents on the reactions was found.
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| 关 键 词： | 有机硼酸 氯嘧啶类内吸杀菌剂 三氯三氮杂苯 芳基三氮杂苯 合成 烯基硼酸 |
Coupling Reaction of Organoboronic Acids with Chloropyrimidines and Trichlorotriazine |
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| TAN,Jiu-Qinga CHANG,Jian-HuaaDENG,Min-Zhi,b a. Coupling Reaction of Organoboronic Acids with Chloropyrimidines and Trichlorotriazine[J]. Chinese Journal of Chemistry, 2004, 22(9): 941-944. DOI: 10.1002/cjoc.20040220913 |
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| Authors: | TAN Jiu-Qinga CHANG Jian-HuaaDENG Min-Zhi b a |
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| Affiliation: | TAN,Jiu-Qinga CHANG,Jian-HuaaDENG,Min-Zhi*,b a Department of Chemistry,Northwest University,Xi'an,Shaanxi 710069,China State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China b State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China |
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| Abstract: | Pd-catalyzed cross-coupling reactions of chloropyrimidines with alkenylboronic acids readily proceed to give the corresponding alkenylpyrimidines in high to excellent yields. The coupling reaction of 2,4-dichloropyrimidine or 2,4,6-trichloropyrimidine with one equivalent of alkenylboronic acid occurred more easily on 4-position than on 2-position, which implied that the reaction is highly regioselective. The reaction is stereospecific since the configu-ration of C=C remained intact. The preliminary study on the cross-coupling reactions of 2,4,6-trichlorotriazine with one equivalent of arylboronic acids showed that the reactions afforded the monosubstituted triazines in moder-ate yields. The effect of steric hindrance of the substitutents on the reactions was found. |
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| Keywords: | Suzuki-Miyaura cross-coupling reaction organoboronic acid chloropyrimidine 2 4 6-trichloro- [1 3 5]triazine alkenylpyrimidine aryltriazine |
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