Platinum(0)-Catalyzed Indolyne Insertion into Bis(pinacolato)diboron Followed by Site-Selective Suzuki–Miyaura Cross-Coupling | Zendy

Manish Pareek | Zendy; Thomas Fallon | Zendy; Martin Oestreich | Zendy

Open Access

Platinum(0)-Catalyzed Indolyne Insertion into Bis(pinacolato)diboron Followed by Site-Selective Suzuki–Miyaura Cross-Coupling

Author(s) -

Manish Pareek,

Thomas Fallon,

Martin Oestreich

Publication year - 2015

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.5b00604

Subject(s) - chemistry , regioselectivity , indole test , boron , catalysis , coupling reaction , combinatorial chemistry , suzuki reaction , platinum , medicinal chemistry , coupling (piping) , stereochemistry , palladium , organic chemistry , mechanical engineering , engineering

Indolynes are converted into previously unprecedented indole building blocks by platinum(0)-catalyzed insertion into a symmetrically substituted boron-boron bond. The two boron sites in these indoles must be differentiated in a subsequent step, and the 6,7-bis[(pinacolato)boryl]indole was shown to undergo site-selective Suzuki-Miyaura cross-coupling with perfect C7 selectivity. The net reaction is the regioselective installation of two different substituents in the C6 and C7 positions of a 6,7-indolyne precursor.

The content you want is available to Zendy users.

Already have an account? Click here to sign in.

Having issues? You can contact us here

Accelerating Research