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Reversible P(III)/P(V) redox: Catalytic aza-Wittig reaction for the synthesis of 4(3H)-quinazolinones and the natural product vasicinone

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成果类型:
期刊论文
作者:
Wang, Long;Wang, Ying;Chen, Min;Ding, Ming-Wu*
通讯作者:
Ding, Ming-Wu
作者机构:
[Wang, Long; Wang, Ying; Chen, Min; Ding, Ming-Wu] Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.
通讯机构:
[Ding, Ming-Wu] C
Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.
语种:
英文
关键词:
catalytic aza-Wittig reaction;phosphine redox cycle;4(3H)-quinazolinones;tetramethyldisiloxane;vasicinone
期刊:
ADVANCED SYNTHESIS & CATALYSIS
ISSN:
1615-4150
年:
2014
卷:
356
期:
5
页码:
1098-1104
基金类别:
National Natural Science Foundation of ChinaNational Natural Science Foundation of China (NSFC) [21172085, 21032001]
机构署名:
本校为第一且通讯机构
院系归属:
化学学院
摘要:
The catalytic aza-Wittig reaction based on a phosphine/phosphine oxide catalytic cycle is reported. The by-product triphenylphosphine oxide (Ph3PO) was reduced in situ to triphenylphosphine (Ph3P) with good chemselectivity so that the aza-Wittig reaction can be accomplished by using merely a catalytic amount of triphenylphosphine. The reaction has been demonstrated in an efficient synthesis of 4(3H)-quinazolinones and the natural product (S)-vasicinone in high yields, by using a catalytic amount of triphenylphosphine (5%) and the tetramethyldisiloxane/titanium tetraisopropoxide [TMDS/Ti(O-i-Pr...

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