在温和反应条件下，通过镍催化的C-O键活化实现芳基/烯基新戊酸酯与有机锌试剂的交叉偶联反应。 - Suppr

Cross-coupling of aryl/alkenyl pivalates with organozinc reagents through nickel-catalyzed C-O bond activation under mild reaction conditions.

作者信息

Li Bi-Jie, Li Yi-Zhou, Lu Xing-Yu, Liu Jia, Guan Bing-Tao, Shi Zhang-Jie

机构信息

Beijing National Laboratory of Molecular Sciences (BNLMS), PKUGreen Chemistry Centre and Key Laboratory of BioorganicChemistry and Molecular Engineering of the Ministry of Education,College of Chemistry, Peking University, Beijing, China. [corrected].

出版信息

Angew Chem Int Ed Engl. 2008;47(52):10124-7. doi: 10.1002/anie.200803814.

DOI:10.1002/anie.200803814

PMID:19016280

Abstract

摘要

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Cross-coupling of aryl/alkenyl pivalates with organozinc reagents through nickel-catalyzed C-O bond activation under mild reaction conditions.

作者信息

Li Bi-Jie, Li Yi-Zhou, Lu Xing-Yu, Liu Jia, Guan Bing-Tao, Shi Zhang-Jie

机构信息

出版信息

Angew Chem Int Ed Engl. 2008;47(52):10124-7. doi: 10.1002/anie.200803814.

DOI:10.1002/anie.200803814

PMID:19016280

Abstract

摘要

相似文献

Cross-coupling of aryl/alkenyl pivalates with organozinc reagents through nickel-catalyzed C-O bond activation under mild reaction conditions.

Angew Chem Int Ed Engl. 2008;47(52):10124-7. doi: 10.1002/anie.200803814.

C(aryl)-O activation of aryl carboxylates in nickel-catalyzed biaryl syntheses.

Angew Chem Int Ed Engl. 2009;48(20):3569-71. doi: 10.1002/anie.200900329.

Nickel-catalyzed amination of aryl pivalates by the cleavage of aryl C-O bonds.

Angew Chem Int Ed Engl. 2010 Apr 6;49(16):2929-32. doi: 10.1002/anie.200907287. Epub 2010 Mar 12.

Nickel-catalyzed cross-coupling reaction of alkyl halides with organozinc and Grignard reagents with 1,3,8,10-tetraenes as additives.

Angew Chem Int Ed Engl. 2004 Nov 19;43(45):6180-2. doi: 10.1002/anie.200460246.

Umpolung amination: nickel-catalyzed coupling reactions of N,N-dialkyl-N-chloroamines with diorganozinc reagents.

J Am Chem Soc. 2009 Nov 4;131(43):15598-9. doi: 10.1021/ja907038b.

Efficient cross-coupling of aryl chlorides with arylzinc reagents catalyzed by amido pincer complexes of nickel.

Org Lett. 2007 Oct 11;9(21):4335-8. doi: 10.1021/ol701927g. Epub 2007 Sep 21.

Asymmetric nickel-catalyzed Negishi cross-couplings of secondary alpha-bromo amides with organozinc reagents.

J Am Chem Soc. 2005 Apr 6;127(13):4594-5. doi: 10.1021/ja0506509.

Nickel-catalyzed reductive cleavage of aryl-oxygen bonds in alkoxy- and pivaloxyarenes using hydrosilanes as a mild reducing agent.

Chem Commun (Camb). 2011 Mar 14;47(10):2946-8. doi: 10.1039/c0cc05169a. Epub 2011 Jan 24.

Nickel-catalyzed monosubstitution of polyfluoroarenes with organozinc reagents using alkoxydiphosphine ligand.

Org Lett. 2012 Jul 6;14(13):3316-9. doi: 10.1021/ol301195x. Epub 2012 Jun 12.

Air-stable solid aryl and heteroaryl organozinc pivalates: syntheses and applications in organic synthesis.

Chemistry. 2014 Sep 15;20(38):12289-97. doi: 10.1002/chem.201403015. Epub 2014 Aug 12.

引用本文的文献

Weakly-Activated Phenol Derivatives as New Green Electrophilic Partners in Suzuki-Miyaura and Related C-C Couplings.

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Chem Rev. 2024 Jun 26;124(12):7731-7828. doi: 10.1021/acs.chemrev.3c00923. Epub 2024 Jun 12.

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Nat Commun. 2023 Mar 15;14(1):1454. doi: 10.1038/s41467-023-37192-7.

Synthesis of Triarylmethanes via Palladium-Catalyzed Suzuki-Miyaura Reactions of Diarylmethyl Esters.

Organometallics. 2021 Jul 26;40(14):2332-2344. doi: 10.1021/acs.organomet.1c00085. Epub 2021 May 27.

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Organometallics. 2019 Jan 14;38(1):3-35. doi: 10.1021/acs.organomet.8b00720. Epub 2018 Nov 27.

Nickel-catalyzed amination of aryl carbamates and sequential site-selective cross-couplings.

Chem Sci. 2011 Sep 1;2(9):1766-1771. doi: 10.1039/c1sc00230a. Epub 2011 Jun 9.

Ligation state of nickel during C-O bond activation with monodentate phosphines.

Tetrahedron. 2018 Nov 22;74(47):6717-6725. doi: 10.1016/j.tet.2018.10.025. Epub 2018 Oct 17.

Nickel-Catalyzed Stille Cross Coupling of C-O Electrophiles.

ACS Catal. 2019 Apr 5;9(4):3304-3310. doi: 10.1021/acscatal.9b00744. Epub 2019 Mar 4.

Cross-coupling of aryl/alkenyl pivalates with organozinc reagents through nickel-catalyzed C-O bond activation under mild reaction conditions.

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Cross-coupling of aryl/alkenyl pivalates with organozinc reagents through nickel-catalyzed C-O bond activation under mild reaction conditions.

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