Intramolecular addition of acyldiazenecarboxylates onto double bonds in the synthesis of heterocycles

José V. Prata Dina-Telma S. Clemente Sundaresan Prabhakar Ana M. Lobo Isabel Mourato (in part) and Paula S. Branco (in part)

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Intramolecular addition of acyldiazenecarboxylates onto double bonds in the synthesis of heterocycles

机译：杂环合成中将酰基二氮烯羧酸酯分子内加成到双键上

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Appropriate aryl-substituted unsymmetrical azodicarbonyl compounds, generated from bishydrazides by oxidation,nundergo intramolecular cyclisations to furnish a variety of useful heterocycles such as N-substituted oxindoles,ncarbostyrils, benzazepinones, benzazocinones, benzimidazolones, benzoxazinones and pyrazolones in varyingndegrees of efficiency. Methods are described to remove the N-acyl groups from the heteroaromatic compounds.nUnder mildly acidic conditions where equal opportunities are available for an ipso or a normal cyclisation it is thenformer process that occurs preferentially. Evidence is presented in favour of a C-to-C migration in the ipso productnfor the formation of a methoxy-substituted carbostyril derivative. One of the spiro substances is shown to participatenin dienone–phenol rearrangement to provide the corresponding quinolone–phenol in high yield.

机译：由二肼通过氧化生成的合适的芳基取代的不对称偶氮二羰基化合物，经过分子内环化以提供各种有用的杂环，例如N-取代的羟吲哚，ncarbostyrils，苯并ze庚酮，苯并恶唑酮，苯并咪唑酮，苯并恶嗪酮和吡喃酮酮的效率。描述了从杂芳族化合物中除去N-酰基的方法。在中等酸性条件下，ipso或正常环化可利用的机会均等，这是优先发生的形成过程。证据表明，在ipso产品中C到C的迁移有助于形成甲氧基取代的卡斯丁尔衍生物。一种螺环物质被证明参与二烯酮-苯酚的重排，以高产率提供相应的喹诺酮-苯酚。

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《Journal of the Chemical Society, Perkin Transactions 1》 |2002年第4期|p.513-528|共16页
作者
José V. Prata Dina-Telma S. Clemente Sundaresan Prabhakar Ana M. Lobo Isabel Mourato (in part) and Paula S. Branco (in part);
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a Secção de Química Orgânica, Departamento de Engenharia Química,Instituto Superior de Engenharia de Lisboa, Instituto Politécnico de Lisboa,R. Conselheiro Emídio Navarro, 1, 1949-014, Lisboa, Portugal. E-mail: jvprata@deq.isel.ptb Secção de Química Orgânica Aplicada, Departamento de Química,Centro de Química Fina e Biotecnologia and SINTOR-UNINOVA,campus Faculdade de Ciências e Tecnologia, Universidade Nova de Lisboa, Quinta da Torre,2829-516, Monte de Caparica, Portugal. E-mail: sp@dq.fct.unl.pt;

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1. Intramolecular addition of acyldiazenecarboxylates onto double bonds in the synthesis of heterocycles [J] . Prata JV., Clemente DTS., Prabhakar S., Journal of the Chemical Society, Perkin Transactions 1 . 2002,第4期

机译：杂环合成中将酰基二氮烯羧酸酯分子内加成到双键上
2. Radical cyclization in heterocycle synthesis 15. Relationship between a radical species and radical acceptors of three different types of double bond in radical addition-cyclization [J] . Miyata O, Kajisa S, Ueda M, Chemical and Pharmaceutical Bulletin . 2005,第8期

机译：杂环合成中的自由基环化15.自由基加成环化中自由基种类与三种不同类型双键的自由基受体之间的关系
3. Synthesis of (3,4) beta-Methylenecepham and (3,4) beta-Methylene-carbacepham via intramolecular carbene addition to double bond. [J] . Korda A, Winiarski J Bioorganic and medicinal chemistry . 2003,第9期

机译：经由分子内卡宾加成双键，合成（3,4）β-亚甲基cepham和（3,4）β-亚甲基-carbacepham。
4. Solvent-Controlled Cascade Reaction of Ugl/Pd-Catalyzed Intramolecular Divergent C-H Fumctionalization for Regies elective Synthesis of Cyclopropanated N-Heterocycles [C] . Tianyi Shang, Yan Pan, Zhong Chen International Conference on Advanced Composite Materials and Manufacturing Engineering . 2020

机译：UGL / PD催化的溶剂控制级联反应UGL / PD催化分子内发散的C-H富脉冲率的调节选择性合成环丙烷的N-杂环
5. I.~Synthesis and characterization of nitrogen containing heterocycles with potential antiviral and anti-PCP activity. II.~Synthesis of a series of phenylacetamides and study of their intramolecular hydrogen bonding interactions by oxygen-17 NMR spectroscopy. [D] . Santiago Troche, Daphne. 1993

机译：I.具有潜在抗病毒和抗PCP活性的含氮杂环的合成与表征II。〜一系列苯乙酰胺的合成以及通过氧17 NMR光谱研究它们的分子内氢键相互作用。
6. Multicapillary Flow Reactor: Synthesis of 125-Thiadiazepane 11-Dioxide Library Utilizing One-Pot Elimination and Inter-/Intramolecular Double aza-Michael Addition Via Microwave-Assisted Continuous-Flow Organic Synthesis (MACOS) [O] . Farman Ullah, Qin Zang, Salim Javed, -1

机译：多功用流量反应器：使用微波辅助连续流动有机合成（MACOS）的单盆消除和/分子分子间双AZA-MICHAEL添加125-噻二亚哌己烷蛋白11-二氧化氮杂物库的合成
7. Radical Cyclization in Heterocycle Synthesis 15. Relationship between a Radical Species and Radical Acceptors of Three Different Types of Double Bond in Radical Addition-Cyclization [O] . Okiko Miyata, Seiko Kajisa, Masafumi Ueda, 2005

机译：杂环合成中的自由基环化15.在根本添加环化中三种不同类型双键的自由基物种和自由基受体的关系

Intramolecular addition of acyldiazenecarboxylates onto double bonds in the synthesis of heterocycles

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