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Born to couple: The Pd(OAc)2-catalyzed reaction of o-alkynylanilines (1) with oalkynylbenzamides (2) affords the cyclizative cross-coupling products 3 in good to excellent yields. Three bonds are created in the formation of two heterocycles tethered by a t ...
Wiley-Blackwell2013
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Pd(II)-catalyzed double cyclization of 1,2-diarylethynes bearing an N-methyl-N-[2-(methoxycarbonyl)ethyl]amino and an aminocarbonyl group at the ortho positions of the two aromatic rings afforded the tetracyclic N-[2-(methoxycarbonyl)-ethyl]indoloisoquinol ...
Activated: The title reaction proceeds efficiently with 1 mol % of palladium and gives tetrahydroquinolines in excellent enantioselectivities (see scheme). The enantiodiscriminating concerted metalation-deprotonation step occurs via a rare seven-membered p ...
Pd(II)-catalyzed oxidative double cyclization of the 1,2-diarylethynes bearing an N-methyl-N-(2-methoxycarbonyl)ethylamino and an aminosulfonyl group afforded indolobenzothiazine S,S-dioxides in good to excellent yields. The 2-(methoxycarbonyl)ethyl group ...
American Chemical Society2015
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We report herein a synthesis of 5,6-diarylbenzo[a]carbazoles by a sequence of 6 pi-electrocyclization followed by beta-elimination. The highly functionalized 2,3-disubstituted indoles used for this cycloaromatization process are prepared by Pd-catalyzed cy ...
A palladium-catalyzed cyclizative cross-coupling of two o-alkynylanilines to 2,3’-bisindoles under aerobic oxidative conditions was developed. Mechanistic studies suggested that the two catalytic cycles, namely the formation of 3-alkynylindoles 8 and their ...
As a result of detailed mechanistic and kinetic studies, we have proposed that PdX2-catalyzed oxidative coupling of o-alkynylanilines 1 with terminal alkynes 2 under aerobic conditions is initiated by aminopalladation of 1 followed by ligand exchange of th ...