Synthesis of spiro-3H-indazoles via 1,3-dipolar cycloaddition of arynes with 6-diazocyclohex-2-en-1-one derivatives and fused-2H-indazoles by subsequent rearrangement

Bin Cheng; Bian Bao; Bing Zu; Xiaoguang Duan; Shengguo Duan; Yun Li; Hongbin Zhai

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Synthesis of spiro-3H-indazoles via 1,3-dipolar cycloaddition of arynes with 6-diazocyclohex-2-en-1-one derivatives and fused-2H-indazoles by subsequent rearrangement

机译：通过带有6-重氮环己基-2-烯-1-酮衍生物和稠合2 H -吲唑 > H -吲唑的后续重排

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A route to rare spiro-3H-indazoles bearing a carbonyl group adjacent to the spirocyclic quarternary carbon via 1,3-dipolar cycloaddition reaction of arynes with 6-diazocyclohex-2-en-1-one derivatives under mild conditions has been developed. Further transformation of these unique spiro-3H-indazoles via an acid- or heat-mediated rearrangement to fused-2H-indazoles and an interesting reduction/ring-opening/reduction sequence are also described. 展开▼

机译：芳烃与6-二重氮环己基-2的1，3-偶极环加成反应生成稀有螺环与环戊四烯碳相邻的带有羰基的spiro-3 H -吲唑的途径已经开发了在温和条件下的-en-1-一衍生物。这些独特的spiro-3 H -吲唑通过酸或热介导的重排进一步转化为稠合的2 H -吲唑和还描述了有趣的还原/开环/还原顺序。 展开▼

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《RSC Advances》 |2017年第85期|共4页

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Bin Cheng; Bian Bao; Bing Zu; Xiaoguang Duan; Shengguo Duan; Yun Li; Hongbin Zhai;
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中图分类化学;

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1. Synthesis of spiro-3H-indazoles via 1,3-dipolar cycloaddition of arynes with 6-diazocyclohex-2-en-1-one derivatives and fused-2H-indazoles by subsequent rearrangement [J] . Cheng Bin, Bao Bian, Zu Bing, RSC Advances . 2017,第85期

机译：通过随后的重排，通过1,3-二极管环加入的Arynes的1,3-二极管环加成的血液加入衍生物和熔融-2H-吲唑的合成螺旋-3H-吲唑

2. Catalyst-Free Synthesis of N-(1,7-Dioxotetrahydropyrazolo[1,2-a]pyrazol-2-yl)benzamide Derivatives by 1,3-Dipolar Cycloaddition and Rearrangement [J] . Wenjing Liu, Yu Xu, Xingxia Sun, Synlett . 2014,第8期

机译：1,3-偶极环加成和重排反应无催化剂合成N-（1,7-二氧四氢吡唑并[1,2-a]吡唑-2-基）苯甲酰胺衍生物

3. Tandem synthesis of novel 4-(azidocarbonyl)phenylazide from 3-(4-hydrazinocarbonyl)phenylsydnone and its chemoselective 1,3 dipolar cycloaddition reaction and Curtius rearrangement [J] . Prashant R. Latthe, Bharati V. Organic Communications . 2011,第2期

机译：由3-（4-肼基羰基）苯基亚砜串联合成新型4-（叠氮基羰基）苯叠氮化物及其化学选择性的1,3偶极环加成反应和Curtius重排

4. Chemical functionalization of carbon nanotubes by the 1,3-dipolar cycloaddition reaction: the effect of temperature [C] . Rui M. Novais, Tania Ferreira, Bruno A. Oliveira, CARBON'09;Annual world conference on carbon;World conference on carbon . 2009

机译：1,3-偶极环加成反应对碳纳米管的化学功能化：温度的影响

5. Recent advances in indole aryne cycloaddition chemistry. Part I: Total synthesis of (+/-)-cis-trikentrin B. Part II: Investigation into the regioselectivity of 6,7-indole aryne cycloadditions. Part III: Synthesis and reactions of novel tribromoindoles. [D] . Nerurkar, Alok. 2015

机译：吲哚芳烃环加成化学的最新进展。第一部分：（+/-）-顺式trikentrin B的全合成。第二部分：6,7-吲哚亚芳基环加成反应的区域选择性研究。第三部分：新型三溴吲哚的合成与反应。

6. Remarkably Efficient Synthesis of 2H-Indazole 1-oxides and 2H-Indazoles via Tandem Carbon–Carbon Followed by Nitrogen–Nitrogen Bond Formation [O] . Isabelle Bouillon, Jaroslav Zajíček, Naděžda Pudelová, -1

机译：通过串联碳-碳并随后形成氮-氮键可高效合成2H-吲哚1-氧化物和2H-吲唑

7. Tandem synthesis of novel 4-(azidocarbonyl)phenylazide from 3-(4-hydrazinocarbonyl)phenylsydnone and its chemoselective 1,3 dipolar cycloaddition reaction and Curtius rearrangement [O] . Prashant R. Latthe, Bharati V. Badami 2011

机译：从3-（4-肼基羰基）苯基甲酮串联合成新的4-（叠氮基羰基）苯基叠氮化物及其化学选择性1,3偶极环加成反应和Curtius重排

1. indazole derivative, pharmaceutical composition, anti-tumor and therapeutic agents, use of the indazole derivative or pharmaceutically acceptable salt thereof, and methods for treating tumor, treating leukemia, treating myeloma or lymphoma, treating carcinoma solid and to treat cancer [P] . 外国专利： BRPI0408876A . 2006-04-11

机译：吲唑衍生物，药物组合物，抗肿瘤和治疗剂，吲唑衍生物或其药学上可接受的盐的用途，以及治疗肿瘤，治疗白血病，治疗骨髓瘤或淋巴瘤，治疗癌实性和治疗癌症的方法

2. 1,3-DIPOLAR CYCLOADDITIONS, AND STAUDINGER LIGATIONS FOR CONJUGATING BIOMOLECULES USING CLICK CHEMISTRY [P] . 外国专利： US2021214338A1 . 2021-07-15

机译：1,3-偶极环加成，以及使用点击化学缀合生物分子的苛刻手柄连接

3. Biomolecular coupling methods using 1,3-dipolar cycloaddition chemistry [P] . 外国专利： US2009240030A1 . 2009-09-24

机译：使用1,3-偶极环加成化学的生物分子偶联方法

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Synthesis of spiro-3H-indazoles via 1,3-dipolar cycloaddition of arynes with 6-diazocyclohex-2-en-1-one derivatives and fused-2H-indazoles by subsequent rearrangement

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