Tautomerism-dependent ring construction of N-heterocyclic compounds from the reactions of 1-alkynyl Fischer carbene complexes and substituted pyrazolinones
文献类型:期刊论文
作者 | Zheng, Zhaoyan; Yu, Zhengkun; Luo, Ning; Han, Xiuwen |
刊名 | journal of organic chemistry
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出版日期 | 2006-12-22 |
卷号 | 71期号:26页码:9695-9700 |
英文摘要 | four types of n-heterocyclic ring systems were successfully constructed from the reactions of 1-alkynyl fischer carbene complexes (oc)(5)m=c(oet)c cph (1) (m = cr, w) and substituted pyrazolinones (2). reactions of 1 with 3-methyl-2-pyrazolin-5-one (2a), 3-n-propyl-2-pyrazolin-5-one (2b), 3,4-dimethyl-2-pyrazolin-5-one (2c), 3,4-trimethylene-2-pyrazolin-5-one (2d), or 3,4-tetramethylene-2-pyrazolin-5-one (2e) generated three kinds of fischer aminocarbene complexes (3-5), and reactions of 1 with phenyl-substituted pyrazolinones, i.e., 3-phenyl-2-pyrazolin-5-one (2f) and its tautomer 3-phenyl-3-pyrazolin-5-one (2g), gave fischer alkoxycarbene complexes ( 6) as the major products and aminocarbene complexes of types 3-5 as the minor products. multiple tautomerism of pyrazolinones is attributed to the versatile formation of n-heterocyclic fischer carbene complexes. oxidative demetalation of complexes 3-6 with pyridine n-oxide or m-chloroperoxybenzoic acid efficiently afforded organic carbonyl products, and thus, strongly fluorescent syn-mixed-bimanes were prepared. the present findings constitute an alternative new method to synthesize mixed bimanes and other novel n-heterocyclic compounds. |
WOS标题词 | science & technology ; physical sciences |
类目[WOS] | chemistry, organic |
研究领域[WOS] | chemistry |
关键词[WOS] | transition-metal complexes ; organic syntheses ; anti-1,5-diazabicyclo<3.3.0>octadienediones 9,10-dioxabimanes ; alkynylcarbene complexes ; cycloaddition reactions ; chemical multitalents ; asymmetric-synthesis ; michael addition ; chromium ; bimanes |
收录类别 | SCI ; IC ; CCR |
语种 | 英语 |
WOS记录号 | WOS:000242845500017 |
公开日期 | 2015-11-17 |
源URL | [http://159.226.238.44/handle/321008/140246] ![]() |
专题 | 大连化学物理研究所_中国科学院大连化学物理研究所 |
作者单位 | 1.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Liaoning, Peoples R China 2.Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China |
推荐引用方式 GB/T 7714 | Zheng, Zhaoyan,Yu, Zhengkun,Luo, Ning,et al. Tautomerism-dependent ring construction of N-heterocyclic compounds from the reactions of 1-alkynyl Fischer carbene complexes and substituted pyrazolinones[J]. journal of organic chemistry,2006,71(26):9695-9700. |
APA | Zheng, Zhaoyan,Yu, Zhengkun,Luo, Ning,&Han, Xiuwen.(2006).Tautomerism-dependent ring construction of N-heterocyclic compounds from the reactions of 1-alkynyl Fischer carbene complexes and substituted pyrazolinones.journal of organic chemistry,71(26),9695-9700. |
MLA | Zheng, Zhaoyan,et al."Tautomerism-dependent ring construction of N-heterocyclic compounds from the reactions of 1-alkynyl Fischer carbene complexes and substituted pyrazolinones".journal of organic chemistry 71.26(2006):9695-9700. |
入库方式: OAI收割
来源:大连化学物理研究所
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