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Volumn 19, Issue 16, 2013, Pages 5014-5018

Rhodium-catalyzed carbocyclization and chlorosulfonylation of 1,6-enynes with sulfonyl chlorides

Author keywords

1,6 enynes; Chlorosulfonylation; Cyclization; Linkers; Rhodium; Sulfonyl chlorides

Indexed keywords

1 ,6-ENYNES; CHLOROSULFONYLATION; DOCTORAL PROGRAMS; FINANCIAL SUPPORT; FUNDAMENTAL RESEARCH; LINKERS; RHODIUM-CATALYZED; SULFONYL CHLORIDES;

EID: 84877852049     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201204039     Document Type: Article
Times cited : (34)

References (75)
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    • For related reports on addition-carbocyclization reactions of 1,6-enyne with the use of R3SiH, R3SnH, and R2BH
    • For related reports on addition-carbocyclization reactions of 1,6-enyne with the use of R3SiH, R3SnH, and R2BH, see: a) I. Ojima, A. T. Vu, S.-Y. Lee, J. V. McCullah, A. C. Moralee, M. Fujiwara, T. H. Hoang, J. Am. Chem. Soc. 2002, 124, 9164.
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    • For examples of Pd-catalyzed carbocyclization and dihalogenation of 1,6-enynes, see (Ed.: E. J. Nigishi), Wiley-VCH, Weinheim
    • For examples of Pd-catalyzed carbocyclization and dihalogenation of 1,6-enynes, see: a) X. Lu, Handbook of OrganopalladiumChemistry for Organic Synthesis Vol. 2 (Ed.: E. J. Nigishi), Wiley-VCH, Weinheim, 2002, pp. 2267.
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    • During Our Preparation Of This Manuscript Nakamura And Co-workers Reported The Fe-catalyzed Carbocyclization And Chlorotosylation Of 16-enyne (Ref. [7 F]). In their paper, only one 1,6-enyne substrate was reported. More importantly, the regioselectivity is very different from our examples. It should be noted that our conditions are not applicable to the 1,6-enyne with a terminal alkyne group
    • During our preparation of this manuscript, Nakamura and co-workers reported the Fe-catalyzed carbocyclization and chlorotosylation of 1,6-enyne (Ref. [7 f]). In their paper, only one 1,6-enyne substrate was reported. More importantly, the regioselectivity is very different from our examples. It should be noted that our conditions are not applicable to the 1,6-enyne with a terminal alkyne group.
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    • CCDC-902637 (3aa) and CCDC-902466 (3 aa-I) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
    • CCDC-902637 (3aa) and CCDC-902466 (3 aa-I) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/ dataärequest/cif.
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    • although the oxidative addition of sulfonyl chloride to RhI has not been investigated in detail, the palladium analogue is a known process, for selected reports
    • although the oxidative addition of sulfonyl chloride to RhI has not been investigated in detail, the palladium analogue is a known process, for selected reports, see: b) S. R. Dubbaka, P. Vogel, Org. Lett. 2004, 6, 95.
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    • The ion [RhACHTUNGTRENUNG(DPPF)Cl2]+ (m/z 726.9104, calcd for C34H28Cl2FeP2Rh+ : m/z 726.9442) was also detected
    • The ion [RhACHTUNGTRENUNG(DPPF)Cl2]+ (m/z 726.9104, calcd for C34H28Cl2FeP2Rh+ : m/z 726.9442) was also detected.
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    • For studies on the reductive elimination of some RhI complexes, see: a) C. Hahn, M. Spiegler, E. Herdtweck, R. Taube, Eur. J. Inorg. Chem. 1999, 435.
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    • Hahn, C.1    Spiegler, M.2    Herdtweck, E.3    Taube, R.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.