在 Tf2O/Pd/Cu 的协同作用下，通过烯氨酮的脱氧炔基合成烯氨酮和二氢苯并[f]异喹啉类化合物

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

The Journal of Organic Chemistry Pub Date : 2024-10-27 DOI:10.1021/acs.joc.4c0160310.1021/acs.joc.4c01603

Jianping Lin, Jiakai Tian, Yu Lu, Yiming Xu, Lulu Chen, Yucai Jiang, Mengping Guo, Xiaohan Zhang and Changyuan Zhang*,

{"title":"在 Tf2O/Pd/Cu 的协同作用下，通过烯氨酮的脱氧炔基合成烯氨酮和二氢苯并[f]异喹啉类化合物","authors":"Jianping Lin, Jiakai Tian, Yu Lu, Yiming Xu, Lulu Chen, Yucai Jiang, Mengping Guo, Xiaohan Zhang and Changyuan Zhang*, ","doi":"10.1021/acs.joc.4c0160310.1021/acs.joc.4c01603","DOIUrl":null,"url":null,"abstract":"A variety of enynals and dihydrobenzo[f]isoquinolines were effectively synthesized with favorable functional group compatibility via deoxyalkynylation of enaminones enabled by the cooperative action of Tf2O/Pd/Cu. The reaction system demonstrated the ability to be expanded to the deoxyarylation/deoxyaryloxylation of enaminones with arylboronic acids or phenols, facilitating the efficient formation of C–C/C–O bonds and showcasing the practicality and versatility of the methodology.","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":"89 22","pages":"16419–16425 16419–16425"},"PeriodicalIF":3.3000,"publicationDate":"2024-10-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Divergent Synthesis of Enynals and Dihydrobenzo[f]isoquinolines via Deoxyalkynylation of Enaminones Enabled by the Cooperative Action of Tf2O/Pd/Cu\",\"authors\":\"Jianping Lin, Jiakai Tian, Yu Lu, Yiming Xu, Lulu Chen, Yucai Jiang, Mengping Guo, Xiaohan Zhang and Changyuan Zhang*, \",\"doi\":\"10.1021/acs.joc.4c0160310.1021/acs.joc.4c01603\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"A variety of enynals and dihydrobenzo[f]isoquinolines were effectively synthesized with favorable functional group compatibility via deoxyalkynylation of enaminones enabled by the cooperative action of Tf2O/Pd/Cu. The reaction system demonstrated the ability to be expanded to the deoxyarylation/deoxyaryloxylation of enaminones with arylboronic acids or phenols, facilitating the efficient formation of C–C/C–O bonds and showcasing the practicality and versatility of the methodology.\",\"PeriodicalId\":57,\"journal\":{\"name\":\"The Journal of Organic Chemistry\",\"volume\":\"89 22\",\"pages\":\"16419–16425 16419–16425\"},\"PeriodicalIF\":3.3000,\"publicationDate\":\"2024-10-27\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"The Journal of Organic Chemistry\",\"FirstCategoryId\":\"1\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.joc.4c01603\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"The Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.joc.4c01603","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}

引用次数: 0

摘要

在 Tf2O/Pd/Cu 的协同作用下，通过烯氨酮的脱氧炔基化反应，有效合成了多种烯醛和二氢苯并[f]异喹啉，并具有良好的官能团兼容性。该反应体系展示了将其扩展到烯酮与芳基硼酸或苯酚的脱氧芳基化/脱氧芳氧基化的能力，促进了 C-C/C-O 键的有效形成，并展示了该方法的实用性和多功能性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Divergent Synthesis of Enynals and Dihydrobenzo[f]isoquinolines via Deoxyalkynylation of Enaminones Enabled by the Cooperative Action of Tf2O/Pd/Cu

查看原文本刊更多论文

Divergent Synthesis of Enynals and Dihydrobenzo[f]isoquinolines via Deoxyalkynylation of Enaminones Enabled by the Cooperative Action of Tf2O/Pd/Cu

A variety of enynals and dihydrobenzo[f]isoquinolines were effectively synthesized with favorable functional group compatibility via deoxyalkynylation of enaminones enabled by the cooperative action of Tf₂O/Pd/Cu. The reaction system demonstrated the ability to be expanded to the deoxyarylation/deoxyaryloxylation of enaminones with arylboronic acids or phenols, facilitating the efficient formation of C–C/C–O bonds and showcasing the practicality and versatility of the methodology.

求助全文

通过发布文献求助，成功后即可免费获取论文全文。去求助

来源期刊

The Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： The Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.