Room-Temperature, Copper-Free Sonogashira Reactions Facilitated by Air-Stable, Monoligated Precatalyst [DTBNpP] Pd(crotyl)Cl | Zendy

Katherine Pohida | Zendy; David J. Maloney | Zendy; Bryan T. Mott | Zendy; Ganesha Rai | Zendy

Open Access

Room-Temperature, Copper-Free Sonogashira Reactions Facilitated by Air-Stable, Monoligated Precatalyst [DTBNpP] Pd(crotyl)Cl

Author(s) -

Katherine Pohida,

David J. Maloney,

Bryan T. Mott,

Ganesha Rai

Publication year - 2018

Publication title -

acs omega

Language(s) - Uncategorized

Resource type - Journals

SCImago Journal Rank - 0.779

H-Index - 40

ISSN - 2470-1343

DOI - 10.1021/acsomega.8b01868

Subject(s) - sonogashira coupling , aryl , chemistry , indole test , palladium , copper , combinatorial chemistry , tolerability , catalysis , organic chemistry , adverse effect , medicine , alkyl

A novel application of [DTBNpP] Pd(crotyl)Cl (DTBNpP = di- tert -butylneopentylphosphine) ( P2 ), an air-stable, commercially available palladium precatalyst that allows rapid access to a monoligated state, has been identified for room-temperature, copper-free Sonogashira couplings of challenging aryl bromides and alkynes. The mild reaction conditions with TMP in dimethyl sulfoxide afford up to 97% yields, excellent functional group tolerability, and broad reaction compatibility with access to one-pot indole formation.

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