Co(III) or Ru(II)-Catalyzed Selective C–H Alkynylation of 2-Pyridones and Their Derivatives with Bromoalkynes DOI

Quanjian Luo,

Han‐Chi Wang,

Jierui Zhou

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 5, 2024

We successfully reported selective C–H alkynylation of 2-pyridones with bromoalkynes under the catalysis Co(III) or Ru(II). The reaction used easily accessible instead high-valent iodine alkynes. There is a broad substrate scope good yields. In addition, 2-pyridone can be as weakly directing group for proximal aryl bond. This method offers an efficient approach synthesizing diverse derivatives, yielding alkynylated products up to 95% yield (>40 examples).

Language: Английский

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

Shuqi Guo,

Huanfeng Jiang,

Shaorong Yang

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 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.

Language: Английский

Citations

0
Pd(II)-Catalyzed C4-Selective Alkynylation of Indoles by a Transient Directing Group DOI

Ze-Xuan Zhang,

Bing Zhang, Meng Yuan

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(32), P. 6819 - 6824

Published: Aug. 6, 2024

With alanine as a transient directing group, Pd-catalyzed regioselective alkynylation at the indole C4-position was successfully established in good yield. The total synthesis of PAF antagonist demonstrated synthetic utility this protocol. regioselectivity explicitly proven by prepared C4-selective palladacycle intermediate catalytic process and DFT calculation energy barriers C4- C2-site-selective C-H activation indole.

Language: Английский

Citations

2
Rh-Catalyzed C–H Alkynylation of Indole Derivatives with Silver(I)-Controlled Regiodivergence DOI

Yaokun Zhao,

Xingchi Li,

Pengfei Zhou

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(35), P. 7285 - 7290

Published: Aug. 23, 2024

We have disclosed silver(I)-induced switching of regioselectivity in rhodium-catalyzed C–H alkynylation indole derivatives with the help a pivaloyl directing group by tuning metalation modes. The judicious choice AgOAc, Ag2O, and Ag2CO3 affords an array C2-alkynylated indoles, C4-alkynylated C2,C4-dialkynylated respectively. synthetic utility alkyne fragment is demonstrated derivatization into valuable indole-based compounds.

Language: Английский

Citations

1
Directed Regioselective Arylation of Imidazo[1,2-a]pyridine-3-carboxamides using Rh(III) catalysis. DOI
Kousar Jahan,

M. SOOD,

Osheen Jain

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(35), P. 7121 - 7127

Published: Jan. 1, 2024

We introduced, for the first time, N -methoxyamide directed proximal C–H bond activation of imidazo[1,2- a ]pyridines C(sp 2 )–C(sp ) formation via transition metal catalysed approach to obtain C-5 arylated ]pyridines.

Language: Английский

Citations

0
Co(III) or Ru(II)-Catalyzed Selective C–H Alkynylation of 2-Pyridones and Their Derivatives with Bromoalkynes DOI

Quanjian Luo,

Han‐Chi Wang,

Jierui Zhou

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 5, 2024

We successfully reported selective C–H alkynylation of 2-pyridones with bromoalkynes under the catalysis Co(III) or Ru(II). The reaction used easily accessible instead high-valent iodine alkynes. There is a broad substrate scope good yields. In addition, 2-pyridone can be as weakly directing group for proximal aryl bond. This method offers an efficient approach synthesizing diverse derivatives, yielding alkynylated products up to 95% yield (>40 examples).

Language: Английский

Citations

0