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 in | Chinese journal of chemistry Vol. 29; no. 10; pp. 2101 - 2108 |
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| Main Author | |
| Format | Journal Article |
| Language | English |
| Published |
Weinheim
WILEY-VCH Verlag
01.10.2011
WILEY‐VCH Verlag Wiley Wiley Subscription Services, Inc |
| Subjects | |
| Online Access | Get full text |
| ISSN | 1001-604X 1614-7065 |
| DOI | 10.1002/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. |
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| 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 content type line 14 |
| ISSN: | 1001-604X 1614-7065 |
| DOI: | 10.1002/cjoc.201180364 |