Late-Stage Modification of Tertiary Phosphines via Ruthenium(II)-Catalyzed C–H Alkylation

Ru­(II)-catalyzed direct alkylation of tertiary phosphines via hydroarylation of activated olefins promoted by mono-N-protected amino acid (MPAA) was achieved. This protocol provides a straightforward access to a large library of Buchwald-type bulky alkylated monophosphines from commercially availab...

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Bibliographic Details
Published in:Organic letters 2020-02, Vol.22 (4), p.1331-1335
Main Authors: Li, Jia-Wei, Wang, Liang-Neng, Li, Ming, Tang, Pan-Ting, Zhang, Ni-Juan, Li, Tian, Luo, Xiao-Peng, Kurmoo, Mohamedally, Liu, Yue-Jin, Zeng, Ming-Hua
Format: Article
Language:English
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Summary:Ru­(II)-catalyzed direct alkylation of tertiary phosphines via hydroarylation of activated olefins promoted by mono-N-protected amino acid (MPAA) was achieved. This protocol provides a straightforward access to a large library of Buchwald-type bulky alkylated monophosphines from commercially available biaryl phosphine. Moreover, two ruthenacycle intermediates of tertiary phosphines via C–H bond cleavage were isolated to illustrate the mechanism of P­(III)-directed C–H activation.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b04590