Catalyst‐Controlled Divergent C3/C5 Site‐Selective C−H Arylation of 2‐Pyridylthiophenes DOI Open Access

Xuecong Huang,

Pengfei Zhou,

Xingdong Yang

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(21), С. 3674 - 3679

Опубликована: Сен. 16, 2023

Abstract The development of a rational protocol to realize the complete regioselectivity and capability switch is an appealing yet challenging task. Herein, regiodivergent C−H arylation 2‐pyridylthiophenes has been demonstrated via choice Ru II Pd catalysts. reactions proceeded smoothly in good regioselective manner afford corresponding C3‐ C5‐arylated thiophenes. Late‐stage diversification biologically relevant scaffold derived from estrone successful transformation products further highlighted potential utility importance this synthetic strategy.

Язык: Английский

Palladium-Catalyzed Solvent-Controlled Divergent C2/C5 Site-Selective Alkynylation of Pyrrole Derivatives DOI
Zeng Huang,

Chenjie Zhang,

Pengfei Zhou

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 3, 2025

Among the known aromatic

Язык: Английский

Процитировано

1
Transient Directing Group-Assisted Palladium-Catalyzed C4-Alkynylation of Indoles DOI

Shuqi Guo,

Huanfeng Jiang,

Shaorong Yang

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 10, 2025

Pd-catalyzed C4-selective alkynylation of indoles was established by employing glycine as a transient directing group. This reaction exhibits high regioselectivity with the tolerance wide scope functional groups to afford diverse alkynylated in moderate good yields. Moreover, readily accessible scale-up synthesis and further decorations achieve multifunctionalized demonstrate synthetic potential this protocol.

Язык: Английский

Процитировано

0
Pyridyloxy-Directed, Pd(II)-Catalyzed Late-Stage C(sp2)–H Alkynylation and Olefination of Tyrosine Oligopeptides DOI

Qing-Sheng Zhao,

Shu Shu Yang,

Tingting Guo

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 19, 2025

Peptides and peptidomimetics have gained increasing interest as therapeutics due to their unique properties small molecules proteins. Herein, we report the pyridyloxy-directed Pd (II)-catalyzed C(sp2)-H alkynylation olefination of tyrosine residues in peptides with high chemo- site-selectivity. This method achieved functionalization at any position amino acid for olefination. Furthermore, this approach can be used synthesize peptide-biomolecule conjugates.

Язык: Английский

Процитировано

0
Ruthenium(II)-Catalyzed Remote C–H Sulfonylation of 2-Pyridones DOI

Fengqi Yang,

Pengfei Zhou,

Zeng Huang

и другие.

Organic Letters, Год журнала: 2023, Номер 25(31), С. 5779 - 5783

Опубликована: Июль 27, 2023

Herein, a ruthenium-mediated remote C-H mono- and disulfonylation of 2-pyridones with arylsulfonyl chlorides is developed. The catalytic system consisting [Ru(p-cymene)Cl2]2 catalyst KOAc additive allows to undergo C3,C5-disulfonylation in 1,4-dioxane, C5-sulfonylation when the C3-position blocked. successful transformation products late-stage modification estrone further highlighted potential utility significance this synthetic protocol. Preliminary mechanistic studies indicated that regioselectivity might be dictated via chelation-assisted ruthenation.

Язык: Английский

Процитировано

7
Catalyst-Controlled Regiodivergent Oxidative Annulation of 2-Arylimidazo[1,2-a]pyridines with Cinnamaldehyde Derivatives for Construction of Fused N-Heterocyclic Frameworks DOI
Neha Meena,

Vikki N. Shinde,

Sonam Sonam

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(18), С. 12902 - 12913

Опубликована: Сен. 6, 2023

Catalyst-dependent regioselective oxidative annulation of 2-arylimidazo[1,2-a]pyridines with cinnamaldehyde derivatives to construct fused N-heterocyclic frameworks has been described. The reaction afforded 5-arylnaphtho[1′,2′:4,5]imidazo[1,2-a]pyridine-6-carbaldehydes in the presence [RhCp*Cl2]2 as catalyst while 1,7-diarylimidazo[5,1,2-cd]indolizine-6-carbaldehydes were obtained using Pd(OAc)2 catalyst. produced annulated products good yields and exhibited broad substrate scope excellent functional group tolerance. method provides two different isomeric bearing an aldehyde functionality which can be elaborated into array functionalities leading valuable compounds.

Язык: Английский

Процитировано

4
Regiodivergent C–H Alkynylation of 2-Arylthiazoles Switched by RuII and PdII Catalysis DOI

Pengfei Zhou,

Xinyao Liang,

Zekun Xu

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(52), С. 6679 - 6682

Опубликована: Янв. 1, 2024

Two complementary regiodivergent C–H alkynylations of 2-arylthiazoles are reported.

Язык: Английский

Процитировано

1
Catalyst-controlled regiodivergent C–H bond alkenylation of 2-pyridylthiophenes DOI
Qiang Zhang,

Pengfei Zhou,

Yaokun Zhao

и другие.

Chemical Communications, Год журнала: 2023, Номер 59(57), С. 8842 - 8845

Опубликована: Янв. 1, 2023

A novel and effective Rh III - Pd II -controlled switchable C–H alkenylation of 2-pyridylthiophenes with alkenes is realized.

Язык: Английский

Процитировано

2
Catalyst‐Controlled Divergent C3/C5 Site‐Selective C−H Arylation of 2‐Pyridylthiophenes DOI Open Access

Xuecong Huang,

Pengfei Zhou,

Xingdong Yang

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(21), С. 3674 - 3679

Опубликована: Сен. 16, 2023

Abstract The development of a rational protocol to realize the complete regioselectivity and capability switch is an appealing yet challenging task. Herein, regiodivergent C−H arylation 2‐pyridylthiophenes has been demonstrated via choice Ru II Pd catalysts. reactions proceeded smoothly in good regioselective manner afford corresponding C3‐ C5‐arylated thiophenes. Late‐stage diversification biologically relevant scaffold derived from estrone successful transformation products further highlighted potential utility importance this synthetic strategy.

Язык: Английский

Процитировано

2