铜(OAc) 2。H2O作为选择性C（sp2）‐H乙酰氧基化的乙酰氧基源：乙酰化吲哚/双吲哚的合成

IF 2.8 4区化学 Q1 CHEMISTRY, ORGANIC

Asian Journal of Organic Chemistry Pub Date : 2025-05-01 DOI:10.1002/ajoc.202400763

Peramalla Edukondalu , Praveen Kumar Naikawadi , Kuruva Prabhakar , Keerthana Pradeesh , Dr. Sabbasani Rajasekhara Reddy , Dr. K. Shiva Kumar

{"title":"铜(OAc) 2。H2O作为选择性C（sp2）‐H乙酰氧基化的乙酰氧基源：乙酰化吲哚/双吲哚的合成","authors":"Peramalla Edukondalu , Praveen Kumar Naikawadi , Kuruva Prabhakar , Keerthana Pradeesh , Dr. Sabbasani Rajasekhara Reddy , Dr. K. Shiva Kumar","doi":"10.1002/ajoc.202400763","DOIUrl":null,"url":null,"abstract":"<div><div>For the first time, Cu(OAc)<sub>2</sub>.H<sub>2</sub>O has been demonstrated as an effective source of acetoxy groups for the selective oxidative acetoxylation of Csp<sup>2</sup>‐H bonds. We present a method that selectively acetoxylation of indoles and bisindolyls with high regioselectivity, thus allowing us to specifically functionalize specific molecule positions while leaving other reactive sites unaffected. The Cu(OAc)<sub>2</sub>.H<sub>2</sub>O mediated acetoxylation method has milder reaction conditions and a greater compatibility between functional groups, allowing for the efficient synthesis of complex indoles and bisindolyl derivatives. Similar efficiency was observed on gram scales.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 5","pages":"Article e202400763"},"PeriodicalIF":2.8000,"publicationDate":"2025-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Cu(OAc)2.H2O used as acetoxy source for the selective C(sp2)‐H acetoxylation: Synthesis of Acetoxylated Indoles/bisindolyl\",\"authors\":\"Peramalla Edukondalu , Praveen Kumar Naikawadi , Kuruva Prabhakar , Keerthana Pradeesh , Dr. Sabbasani Rajasekhara Reddy , Dr. K. Shiva Kumar\",\"doi\":\"10.1002/ajoc.202400763\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>For the first time, Cu(OAc)<sub>2</sub>.H<sub>2</sub>O has been demonstrated as an effective source of acetoxy groups for the selective oxidative acetoxylation of Csp<sup>2</sup>‐H bonds. We present a method that selectively acetoxylation of indoles and bisindolyls with high regioselectivity, thus allowing us to specifically functionalize specific molecule positions while leaving other reactive sites unaffected. The Cu(OAc)<sub>2</sub>.H<sub>2</sub>O mediated acetoxylation method has milder reaction conditions and a greater compatibility between functional groups, allowing for the efficient synthesis of complex indoles and bisindolyl derivatives. Similar efficiency was observed on gram scales.</div></div>\",\"PeriodicalId\":130,\"journal\":{\"name\":\"Asian Journal of Organic Chemistry\",\"volume\":\"14 5\",\"pages\":\"Article e202400763\"},\"PeriodicalIF\":2.8000,\"publicationDate\":\"2025-05-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Asian Journal of Organic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S2193580725001242\",\"RegionNum\":4,\"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":"Asian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2193580725001242","RegionNum":4,"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

首次，Cu(OAc)2。H2O已被证明是Csp2 - H键选择性氧化乙酰氧基的有效来源。我们提出了一种具有高区域选择性的吲哚和双吲哚选择性乙酰氧基化的方法，从而使我们能够特异性地功能化特定的分子位置，而不影响其他活性位点。铜(OAc) 2。水介导乙酰氧基化法反应条件温和，官能团间相容性好，可高效合成配合吲哚和双吲哚基衍生物。在克尺度上观察到类似的效率。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

查看原文本刊更多论文

Cu(OAc)2.H2O used as acetoxy source for the selective C(sp2)‐H acetoxylation: Synthesis of Acetoxylated Indoles/bisindolyl

For the first time, Cu(OAc)₂.H₂O has been demonstrated as an effective source of acetoxy groups for the selective oxidative acetoxylation of Csp²‐H bonds. We present a method that selectively acetoxylation of indoles and bisindolyls with high regioselectivity, thus allowing us to specifically functionalize specific molecule positions while leaving other reactive sites unaffected. The Cu(OAc)₂.H₂O mediated acetoxylation method has milder reaction conditions and a greater compatibility between functional groups, allowing for the efficient synthesis of complex indoles and bisindolyl derivatives. Similar efficiency was observed on gram scales.

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

Asian Journal of Organic Chemistry CHEMISTRY, ORGANIC-

CiteScore

4.70

自引率

3.70%

发文量

372

期刊介绍： Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.