Catalytic and Atom-Economic Intermolecular Amidoselenenylation of Alkenes
A method for the simple, efficient, and atom-economic amidoselenenylation of simple alkenes under mild conditions using TiCl4 as a catalyst and N-(phenylseleno)phthalimide as both a nitrogen and selenium source was developed. A broad range of olefins can be applied to afford vicinal amidoselenides i...
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| Veröffentlicht in: | Organic letters Jg. 18; H. 2; S. 176 - 179 |
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Amer Chemical Soc
15.01.2016
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| Abstract | A method for the simple, efficient, and atom-economic amidoselenenylation of simple alkenes under mild conditions using TiCl4 as a catalyst and N-(phenylseleno)phthalimide as both a nitrogen and selenium source was developed. A broad range of olefins can be applied to afford vicinal amidoselenides in good yield and with high regioselectivity and diastereoselectivity. |
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| AbstractList | A method for the simple, efficient, and atom-economic amidoselenenylation of simple alkenes under mild conditions using TiCl4 as a catalyst and N-(phenylseleno)phthalimide as both a nitrogen and selenium source was developed. A broad range of olefins can be applied to afford vicinal amidoselenides in good yield and with high regioselectivity and diastereoselectivity.A method for the simple, efficient, and atom-economic amidoselenenylation of simple alkenes under mild conditions using TiCl4 as a catalyst and N-(phenylseleno)phthalimide as both a nitrogen and selenium source was developed. A broad range of olefins can be applied to afford vicinal amidoselenides in good yield and with high regioselectivity and diastereoselectivity. A method for the simple, efficient, and atom-economic amidoselenenylation of simple alkenes under mild conditions using TiCl4 as a catalyst and N-(phenylseleno)phthalimide as both a nitrogen and selenium source was developed. A broad range of olefins can be applied to afford vicinal amidoselenides in good yield and with high regioselectivity and diastereoselectivity. |
| Author | Zhao, Yinjiao Dai, Xin Wang, Weilin Zhang, Meng Tang, E. |
| Author_xml | – sequence: 1 givenname: E. surname: Tang fullname: Tang, E. email: tange@ynu.edu.cn organization: Yunnan Univ, Minist Educ, Key Lab Med Chem Nat Resources, 2 Green Lake North Rd, Kunming 650091, Peoples R China – sequence: 2 givenname: Weilin surname: Wang fullname: Wang, Weilin organization: Yunnan Univ, Sch Chem Sci & Technol, 2 Green Lake North Rd, Kunming 650091, Peoples R China – sequence: 3 givenname: Yinjiao surname: Zhao fullname: Zhao, Yinjiao organization: Yunnan Univ, Sch Chem Sci & Technol, 2 Green Lake North Rd, Kunming 650091, Peoples R China – sequence: 4 givenname: Meng surname: Zhang fullname: Zhang, Meng organization: Yunnan Univ, Sch Chem Sci & Technol, 2 Green Lake North Rd, Kunming 650091, Peoples R China – sequence: 5 givenname: Xin surname: Dai fullname: Dai, Xin organization: Yunnan Univ, Sch Chem Sci & Technol, 2 Green Lake North Rd, Kunming 650091, Peoples R China |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/26704901$$D View this record in MEDLINE/PubMed |
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| Cites_doi | 10.1021/ja052794t 10.1002/anie.200351229 10.1016/j.tiv.2006.09.015 10.1021/jf5049222 10.1021/ja106837b 10.1021/ja209570y 10.1097/FJC.0b013e31821d1149 10.1021/cr000426w 10.1590/S0103-50532010001100012 10.1021/cr0406559 10.1021/ja037294j 10.1002/anie.200802335 10.1021/ol503717r 10.1016/j.neuropharm.2014.01.020 10.1021/ja106571g 10.1016/j.tet.2004.08.042 10.3987/COM-11-12411 10.1021/ol402753u 10.1021/jm5003606 10.1021/cc050044+ 10.1002/anie.200903893 10.1021/ja028030k 10.1021/cc0498231 10.1002/aoc.2928 10.1021/jf104903t 10.1021/ja039860g 10.1002/cbf.1645 10.1021/jm4014828 10.1016/j.cclet.2012.03.022 10.1055/s-0030-1259549 10.1055/s-0031-1290618 10.1016/j.cbi.2013.08.002 |
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| Keywords | TETHERED ALKENES ORGANOSELENIUM SOLID-PHASE SYNTHESIS DIPHENYL DISELENIDE GLUTATHIONE-PEROXIDASE MOUSE MODEL CHEMISTRY INTRAMOLECULAR SELENO-ARYLATION COUMARINS AMIDES |
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| Title | Catalytic and Atom-Economic Intermolecular Amidoselenenylation of Alkenes |
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