Microwave-Assisted Aqueous Synthesis: A Rapid Approach to Poly-functionalized Indoline-Spiro Benzofurodiazepines

New cycloaddition has been established for the synthesis of indoline-spiro benzofurodiazepine derivatives. Those reactions were conducted by reacting readily available and inexpensive starting materials, such as ben- zene- 1,2-diamines, tetronic acid and indoline-2,3-diones, in aqueous solution unde...

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Published inChinese journal of chemistry Vol. 29; no. 10; pp. 2101 - 2108
Main Author 王树良 程闯 龚峰 吴飞跃 姜波 周建峰 屠树江
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 01.10.2011
WILEY‐VCH Verlag
Wiley
Wiley Subscription Services, Inc
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ISSN1001-604X
1614-7065
DOI10.1002/cjoc.201180364

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Summary:New cycloaddition has been established for the synthesis of indoline-spiro benzofurodiazepine derivatives. Those reactions were conducted by reacting readily available and inexpensive starting materials, such as ben- zene- 1,2-diamines, tetronic acid and indoline-2,3-diones, in aqueous solution under microwave irradiation. When mono-substituted benzene-l,2-diamines as an amine component was employed, the reaction regioselectively re- sulted in the poly-functionalized indoline-spiro benzofurodiazepine with good yields. The present green synthesis shows attractive characteristics such as the use of water as reaction media, concise one-pot conditions, short reaction periods, easy work-up/purification and reduced waste production without the use of any strong acids or metal promoters.
Bibliography:Wang, Shuliang Cheng, Chuang Gong, Feng Wu, Feiyue Jiang, Bo Zhou, Jianfeng Tu, Shujiang(1. School of Chemistry and Chemical Engineering, Xuzhou Normal University, Xuzhou, Jiangsu 221116, China ;2. Jiangsu Key Laboratory for Chemistry of Low-Dimensional Materials, Huaiyin Normal University, Huaian, Jiangsu 223300, China)
indoline-spiro benzofurodiazepine, microwave chemistry, multicomponent reactions, aqueous synthe-sis
31-1547/O6
New cycloaddition has been established for the synthesis of indoline-spiro benzofurodiazepine derivatives. Those reactions were conducted by reacting readily available and inexpensive starting materials, such as ben- zene- 1,2-diamines, tetronic acid and indoline-2,3-diones, in aqueous solution under microwave irradiation. When mono-substituted benzene-l,2-diamines as an amine component was employed, the reaction regioselectively re- sulted in the poly-functionalized indoline-spiro benzofurodiazepine with good yields. The present green synthesis shows attractive characteristics such as the use of water as reaction media, concise one-pot conditions, short reaction periods, easy work-up/purification and reduced waste production without the use of any strong acids or metal promoters.
the National Natural Science Foundation of China - No. 21072163 and 21002083
Science Foundation in Interdisciplinary Major Research Project of Xuzhou Normal University - No. 09XKXK01
Doctoral Research Foundation of Xuzhou Normal University - No. 10XLR20
istex:C95A2691D45FDFDC4DE485CB0492E261180EB433
Jiangsu Key Laboratory for Chemistry of Low-Dimensional Materials - No. JSKC07035 and JSKC09062
ArticleID:CJOC201180364
ark:/67375/WNG-QZ8QHK2N-M
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1001-604X
1614-7065
DOI:10.1002/cjoc.201180364