Diastereoselective synthesis of functionalised carbazoles via a sequential Diels-Alder/ene reaction strategy

Cowell Joseph; Abualnaja Matokah; Morton Stephanie; Linder Ruth; Buckingham Faye; Waddell Paul G.; Probert Michael R.; Hall Michael J.

首页> 外文期刊>RSC Advances >Diastereoselective synthesis of functionalised carbazoles via a sequential Diels-Alder/ene reaction strategy

【24h】

Diastereoselective synthesis of functionalised carbazoles via a sequential Diels-Alder/ene reaction strategy

机译：通过顺序Diels-Alder / Ene反应策略对官能化咔唑的独立选择合成

获取原文

获取原文并翻译 | 示例

掌桥外文数据库（机构版） >>

开具论文收录证明 >>

文献代查 >>

页面导航

摘要
著录项
相似文献
相关主题

摘要

An operationally simple one-pot, three-component, diastereoselective synthesis of saturated carbazoles and related pyridazino[3,4-b] indoles, based on two sequential intermolecular pericyclic reactions, is described. The reaction sequence involves an intermolecular Diels-Alder (D-A) reaction of a 3-vinyl-1H-indole, containing an electron withdrawing N-protecting group, with a suitable dienophile. Due to the electron withdrawing nature of the N-protecting group the resultant D-A cycloadducts are sufficiently stabilised to allow for a subsequent in situ diastereospecific intermolecular ene reaction to take place with an added enophile, generating functionalised carbazoles with relative stereocontrol of up to four stereocentres.

机译：描述了一种可操作简单的单壶，三组分，非对乳糖合成的饱和咔唑和相关的吡唑嗪[3,4-B]吲哚，基于两个连续的分子间近分子反应。反应序列涉及3-乙烯基-1H-吲哚的分子间导液（D-A）反应，含有吸电子N-保护基团，具有合适的辅酶团。由于N-保护基团的电子抽出性质，所得的D-A环形化合物被充分稳定，以允许随后的原位逐步特异性分子间烯丙基反应，以用添加的嗜好的酶联，产生官能化的咔唑，其具有最多四个立体中心的相对立体电池。

著录项

来源
《RSC Advances》 |2015年第21期|共28页
作者
Cowell Joseph; Abualnaja Matokah; Morton Stephanie; Linder Ruth; Buckingham Faye; Waddell Paul G.; Probert Michael R.; Hall Michael J.;
展开▼
作者单位

Newcastle Univ Sch Chem Newcastle Upon Tyne NE1 7RU Tyne &

Wear England;

Newcastle Univ Sch Chem Newcastle Upon Tyne NE1 7RU Tyne &

Wear England;

Newcastle Univ Sch Chem Newcastle Upon Tyne NE1 7RU Tyne &

Wear England;

Newcastle Univ Sch Chem Newcastle Upon Tyne NE1 7RU Tyne &

Wear England;

Newcastle Univ Sch Chem Newcastle Upon Tyne NE1 7RU Tyne &

Wear England;

Newcastle Univ Sch Chem Newcastle Upon Tyne NE1 7RU Tyne &

Wear England;

Newcastle Univ Sch Chem Newcastle Upon Tyne NE1 7RU Tyne &

Wear England;

Newcastle Univ Sch Chem Newcastle Upon Tyne NE1 7RU Tyne &

Wear England;

展开▼
收录信息
原文格式 PDF
正文语种 eng
中图分类化学;
关键词

相似文献

外文文献
中文文献
专利

1. Diastereoselective synthesis of functionalised carbazoles via a sequential Diels-Alder/ene reaction strategy [J] . Cowell Joseph, Abualnaja Matokah, Morton Stephanie, RSC Advances . 2015,第21期

机译：通过顺序Diels-Alder / Ene反应策略对官能化咔唑的独立选择合成
2. Synthesis of pentacyclic pyrrolo[3,4-a]carbazole-1,3(2H)-diones via an intermolecular Diels-Alder, intramolecular carbonyl-ene reaction strategy [J] . Abualnaja Matokah, Waddell Paul G., Clegg William, Tetrahedron . 2016,第38期

机译：分子间Diels-Alder分子内羰基-烯反应策略合成五环吡咯并[3,4-a]咔唑-1,3（2H）-二酮
3. Synthesis of pentacyclic pyrrolo[3,4-a]carbazole-1,3(2H)-diones via an intermolecular Diels-Alder, intramolecular carbonyl-ene reaction strategy [J] . Abualnaja Matokah, Waddell Paul G., Clegg William, Tetrahedron . 2016,第38期

机译：分子间Diels-Alder分子内羰基-烯反应策略合成五环吡咯并[3,4-a]咔唑-1,3（2H）-二酮
4. High diastereoselectivity in 1,3,5-trimethyl-6-azabicyclo3.2.1oct-6-ene reactions(Abstracts) [C] . Maksims Vanejevs, Valerjans Kauss European Symposium on Organic Chemistry . 2007

机译：1,3,5-三甲基-6-氮杂双环3.2.1 OCT-6-eNE反应（摘要）高抗对抗性3.2.1
5. The attempted synthesis of teucrolivin A via the oxy-Cope/Claisen/ene reaction: Diastereoselective formation of quaternary centers directed by macrocyclic conformation and its application to the formal synthesis of (-)-mesembrine. [D] . Arns, Steve. 2008

机译：尝试通过oxy-Cope / Claisen / ene反应合成teucrolivin A：由大环构象指导的季中心的非对映选择性形成及其在（-）-membrine形式合成中的应用。
6. Cyano Diels-Alder and Cyano Ene Reactions. Applications in a Formal 2 + 2 + 2 Cycloaddition Strategy for the Synthesis of Pyridines [O] . Takeo Sakai, Rick L. Danheiser -1

机译：氰基尔斯 - 阿尔德和氰基烯反应。在应用的形式2 + 2 + 2环加成策略吡啶类的合成
7. Cyano Diels-Alder and Cyano Ene Reactions. Applications in a Formal [2 + 2 + 2] Cycloaddition Strategy for the Synthesis of Pyridines [O] . Sakai, Takeo, Danheiser, Rick Lane 2010

机译：Cyano Diels-alder和Cyano Ene Reactions。在正式[2 + 2 + 2]环加成策略中用于合成吡啶的应用

Diastereoselective synthesis of functionalised carbazoles via a sequential Diels-Alder/ene reaction strategy

摘要

著录项

相似文献

相关主题

期刊订阅