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Volumn 17, Issue 10, 2015, Pages 2314-2317

A New Approach to Nitrones through Cascade Reaction of Nitro Compounds Enabled by Visible Light Photoredox Catalysis

Author keywords

[No Author keywords available]

Indexed keywords

ALKANE; COORDINATION COMPOUND; NITRO DERIVATIVE; NITROGEN OXIDE; NITRONES; RUTHENIUM;

EID: 84929629171     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/acs.orglett.5b00684     Document Type: Article
Times cited : (29)

References (49)
  • 13
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    • Yang, J. Synlett 2012, 23, 2293
    • (2012) Synlett , vol.23 , pp. 2293
    • Yang, J.1
  • 15
    • 0002294391 scopus 로고
    • The [3 + 2] nitrone-olefin cycloaddition reaction
    • Kende, A. S., Ed; Wiley: New York
    • Confalone, P. N.; Huie, E. M. The [3 + 2] nitrone-olefin cycloaddition reaction. In Organic Reactions; Kende, A. S., Ed; Wiley: New York, 1988; Vol 36; p 1.
    • (1988) Organic Reactions , vol.36 , pp. 1
    • Confalone, P.N.1    Huie, E.M.2
  • 16
    • 84951294428 scopus 로고
    • Nitrones and nitronic acid derivatives
    • Patai, S.; Rappoport, Z., Eds.; Wiley: New York
    • Breuer, E. Nitrones and nitronic acid derivatives. In Nitrones, Nitronates and Nitroxides; Patai, S.; Rappoport, Z., Eds.; Wiley: New York, 1989; p 139.
    • (1989) Nitrones, Nitronates and Nitroxides , pp. 139
    • Breuer, E.1
  • 47
    • 84929650970 scopus 로고    scopus 로고
    • note
    • Alternatively, the initially formed DIPEA radical cation A could release a hydrogen radical and/or eject a proton toward the isopropyl substituent, instead of toward the ethyl group. However, such a contribution would not lead to the formation of an ethyl substituted nitrone product, but could provide the proton arsenal for the subsequent nitroalkane reduction process.
  • 48
    • 84929650971 scopus 로고    scopus 로고
    • note
    • (a) Hydroxyamine 5a was isolated as described in Table 1, entry 7. (b) In a separate reaction, photocatalysis of (2-nitroethyl)benzene, a primary nitroalkane, under condition A′ gives a 58% yield of the corresponding oxime. Presumably, prior to further processing into hydroxylamine, primary dihydroxyamine tends to undergo dehydration to give the oxime product; see ref 12b.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.