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Volumn 350, Issue 3, 2008, Pages 509-514

Palladium/phosphite or phosphate catalyzed oxidative coupling of arylboronic acids with alkynes to produce 1,4-diaryl-1,3-butadienes

Author keywords

Arylation; C C coupling; Dienes; Multicomponent reactions; Palladium; Phosphite ligands

Indexed keywords


EID: 53849146394     PISSN: 16154150     EISSN: 15213897     Source Type: Journal    
DOI: 10.1002/adsc.200700533     Document Type: Article
Times cited : (31)

References (54)
  • 2
    • 0003441482 scopus 로고    scopus 로고
    • 2nd edn, John Wiley & Sons, Chichester
    • b) J. Tsuji, Palladium Reagents and Catalysts, 2nd edn., John Wiley & Sons, Chichester, 2004, pp 201-265;
    • (2004) Palladium Reagents and Catalysts , pp. 201-265
    • Tsuji, J.1
  • 5
    • 0038608340 scopus 로고    scopus 로고
    • For recent examples with organoboron reagents: a
    • For recent examples with organoboron reagents: a) C. Zhou, D. E. Emrich, R. C. Larock, Org. Lett. 2003, 5, 1579;
    • (2003) Org. Lett , vol.5 , pp. 1579
    • Zhou, C.1    Emrich, D.E.2    Larock, R.C.3
  • 18
    • 13444301240 scopus 로고    scopus 로고
    • It has been reported that using O2 as an oxidant gave 2:1 coupling products: a C. Zhou, R. C. Larock, Org. Lett. 2005, 7, 259;
    • 2 as an oxidant gave 2:1 coupling products: a) C. Zhou, R. C. Larock, Org. Lett. 2005, 7, 259;
  • 19
    • 33645789010 scopus 로고    scopus 로고
    • the 2:1 coupling products were also obtained in Pd-catalyzed and -promoted arylation of alkynes with aryltin and arylmagnesium reagents;
    • b) C. Zhou, R. C. Larock, J. Org. Chem. 2006, 71, 3184; the 2:1 coupling products were also obtained in Pd-catalyzed and -promoted arylation of alkynes with aryltin and arylmagnesium reagents;
    • (2006) J. Org. Chem , vol.71 , pp. 3184
    • Zhou, C.1    Larock, R.C.2
  • 20
    • 0030351261 scopus 로고    scopus 로고
    • ArSn: c H. Oda, M. Morishita, K. Fugami, H. Sano, M. Kosugi, Chem. Lett. 1996, 811;
    • ArSn: c) H. Oda, M. Morishita, K. Fugami, H. Sano, M. Kosugi, Chem. Lett. 1996, 811;
  • 22
    • 0041750747 scopus 로고    scopus 로고
    • [4c,e].
    • [4c,e].
  • 23
    • 53849114148 scopus 로고    scopus 로고
    • [4b].
    • [4b].
  • 33
    • 0348080703 scopus 로고    scopus 로고
    • For example, see
    • For example, see: M. Irie, Chem. Rev. 2000, 100, 1685.
    • (2000) Chem. Rev , vol.100 , pp. 1685
    • Irie, M.1
  • 34
    • 0242490677 scopus 로고    scopus 로고
    • Although the reason why only two molecules of the alkynes are selectively incorporated into the products is not definitive at the present stage, it may be attributed to stabilization of the dienylpalladium intermediate (Z in Scheme 5) by chelation: see, X. Zeng, Q. Hu, M. Qian, E.-I. Negishi, J. Am. Chem. Soc. 2003, 125, 13636
    • Although the reason why only two molecules of the alkynes are selectively incorporated into the products is not definitive at the present stage, it may be attributed to stabilization of the dienylpalladium intermediate (Z in Scheme 5) by chelation: see, X. Zeng, Q. Hu, M. Qian, E.-I. Negishi, J. Am. Chem. Soc. 2003, 125, 13636.
  • 37
    • 0001660475 scopus 로고    scopus 로고
    • Triaryl phosphites have been used as ligands for Pd-catalyzed cross-coupling reactions. For recent examples, see: a
    • Triaryl phosphites have been used as ligands for Pd-catalyzed cross-coupling reactions. For recent examples, see: a) M. Beller, A. Zapf, Synlett 1998, 792;
    • (1998) Synlett , pp. 792
    • Beller, M.1    Zapf, A.2
  • 46
    • 53849113815 scopus 로고    scopus 로고
    • 3P=O: S. V. Mashkina, N. A. Ulakhovich, G. K. Budnikov, Russ. J. Inorg. Chem. 1992, 37, 54.
    • 3P=O: S. V. Mashkina, N. A. Ulakhovich, G. K. Budnikov, Russ. J. Inorg. Chem. 1992, 37, 54.
  • 47
    • 0037123585 scopus 로고    scopus 로고
    • Use of phosphine oxides as ligands in Pd-catalyzed reactions: a I. Nakamura, A. I. Siriwardana, S. Saito, Y. Yamamoto, J. Org. Chem. 2002, 67, 3445;
    • Use of phosphine oxides as ligands in Pd-catalyzed reactions: a) I. Nakamura, A. I. Siriwardana, S. Saito, Y. Yamamoto, J. Org. Chem. 2002, 67, 3445;


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.