One-pot synthesis of 2-arylated and 2-alkylated benzoxazoles and benzimidazoles based on triphenylbismuth dichloride-promoted desulfurization of thioamides

• Arisu Koyanagi,
• Yuki Murata,
• Shiori Hayakawa,
• Mio Matsumura and
• Shuji Yasuike

Beilstein J. Org. Chem. 2022, 18, 1479–1487, doi:10.3762/bjoc.18.155

• ][19][20][21]. Among them, triarylbismuth dichlorides (Ar3BiCl2) have been widely used as aryl group donors for the C- and O-arylation of phenol derivatives [22][23][24], N-arylation of pyridin-2-ones [25][26], α-arylation of α,β-unsaturated carbonyls [27][28], and tandem 1,3-bisarylation of

Evaluation of dispersion type metal···π arene interaction in arylbismuth compounds – an experimental and theoretical study

• Ana-Maria Preda,
• Małgorzata Krasowska,
• Lydia Wrobel,
• Philipp Kitschke,
• Phil C. Andrews,
• Jonathan G. MacLellan,
• Lutz Mertens,
• Marcus Korb,
• Tobias Rüffer,
• Heinrich Lang,
• Alexander A. Auer and
• Michael Mehring

Beilstein J. Org. Chem. 2018, 14, 2125–2145, doi:10.3762/bjoc.14.187

• , Professur Anorganische Chemie, 09107 Chemnitz, Germany 10.3762/bjoc.14.187 Abstract The dispersion type Bi···π arene interaction is one of the important structural features in the assembly process of arylbismuth compounds. Several triarylbismuth compounds and polymorphs are discussed and compared based on

Rapid regio- and multi-coupling reactivity of 2,3-dibromobenzofurans with atom-economic triarylbismuths under palladium catalysis

• Maddali L. N. Rao,
• Jalindar B. Talode and
• Venneti N. Murty

Beilstein J. Org. Chem. 2016, 12, 2065–2076, doi:10.3762/bjoc.12.195

• : bromobenzofuran coupling; cross-coupling; palladium; regio-selective; triarylbismuth; Introduction The benzofuran scaffold is present in various biologically active molecules [1][2][3][4][5][6][7][8], natural products [9][10][11][12][13][14][15] and also part of various functional materials [16]. Importantly

• the synthesis of 2,3-dialkenylbenzofurans and functionalized dibenzofurans with domino “twofold Heck/6π-electrocyclization” of 2,3-di- and 2,3,5-tribromobenzofuran substrates [34]. In this regard, the cross-coupling studies of triarylbismuth reagents in regioselective studies with functionalized

• bromobenzofurans with triarylbismuth reagents under palladium coupling conditions. Results and Discussion This study was initiated with 2,3-dibromobenzofuran for the investigation of the regio-selective coupling using a triarylbismuth reagent in substoichiometric amounts under Pd-catalyzed conditions (Table 1). A