K2S2O8‐Mediated Access to Alkylsulfonated Spiro[4,5] Trienones from N‐Arylpropiolamides with the Insertion of Sulfur Dioxide DOI

Xin‐Qian Liu,

Peng‐Fei Huang, Biquan Xiong

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 366(3), С. 488 - 493

Опубликована: Дек. 23, 2023

Abstract A four‐component reaction of N ‐arylpropiolamides, Hantzsch esters, Na 2 S O 5 and water via a radical cascade cyclization process with the insertion sulfur dioxide mediated by K 8 is reported. series alkylsulfonated spiro[4,5] trienones are prepared up to 86% yield good functional group tolerance substrate applicability. Preliminary mechanism experiments indicate that carbonyl oxygen originated from water.

Язык: Английский

Visible photons as ideal reagents for the activation of coloured organic compounds DOI Creative Commons
Lorenzo Di Terlizzi, Luca Nicchio,

Stefano Protti

и другие.

Chemical Society Reviews, Год журнала: 2024, Номер 53(10), С. 4926 - 4975

Опубликована: Янв. 1, 2024

In search for the perfect wave(length). This review is dedicated to recent efforts in development of visible light driven photochemical strategies occurring coloured organic compounds.

Язык: Английский

Процитировано

12
Electrochemical Sulfonylation/Cyclization of N-Alkenylacrylamides with Sodium Sulfinates or Sulfonyl Hydrazides DOI
Zhixian Yang,

Lu-Cai Ding,

Gui-Hong Yang

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(15), С. 10660 - 10677

Опубликована: Июль 18, 2024

Two general protocols for the regioselective electrochemically enabled sulfonylation cyclization of

Язык: Английский

Процитировано

8
Metal- and additive-free β-C(sp2)-H decarboxylative alkylsulfonylation of enamides from phenyliodine(III) dicarboxylates and sulfur dioxide DOI
Wenyan Li,

C.-T. Wang,

Tong‐Hao Zhu

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(63), С. 8212 - 8215

Опубликована: Янв. 1, 2024

A green process for the direct C(sp 2 )–H decarboxylative alkylsulfonylation of enamides under metal- and additive-free conditions is reported.

Язык: Английский

Процитировано

5
Annulation Cascades of Cyclosulfonium Salts and Alkenes towards Sulfur‐Containing N‐Heterocycles by Visible Light/Copper Catalysis DOI
Jie Ma, Xufeng Li, Yuqing Chen

и другие.

Chinese Journal of Chemistry, Год журнала: 2024, Номер 42(14), С. 1637 - 1643

Опубликована: Апрель 3, 2024

Comprehensive Summary Although, great achievements have been made in the synthesis of heterocycles using radical addition/cyclization strategy, developing versatile alkyl precursors, especially non‐stabilized long chain radicals for this strategy still remains a huge challenge. Herein, we report an efficient annulation cascade reaction between cyclosulfonium salts and alkenes sulfur‐containing N ‐heterocycles by visible light/copper catalysis under mild conditions. The C—S bond cleavage/radical delivers variety corresponding containing aryl thioether motifs with good functional group tolerance. Significantly, current system could be used late‐stage functionalization complex bioactive molecules.

Язык: Английский

Процитировано

4
Iodine(III)-Mediated Trifluoroacetylation of a C(sp2)–H or C(sp)–H Bond with Masked Trifluoroacyl Reagents DOI

Zhipeng Ye,

Meng Guo,

Yong-Qing Ye

и другие.

Organic Letters, Год журнала: 2024, Номер 26(24), С. 5196 - 5201

Опубликована: Июнь 10, 2024

A novel strategy for incorporating a trifluoroacetyl functionality into range of structurally varied unsaturated bonds was developed by using PhI(OCOMe)2 as an oxidant with masked trifluoroacyl reagent radical precursor. The oxidative decarboxylation the precursor followed tandem process provides versatile access to 5-exo-trig cyclization N-arylacrylamides, direct C(sp2)–H trifluoroacetylation quinolines, isoquinoline, 2H-indazole, and quinoxalin-2(1H)-ones, C(sp)–H alkynes. This protocol is characterized mild reaction conditions, operational simplicity, broad functional group compatibility.

Язык: Английский

Процитировано

4
Iodine(III)-Containing Reagents in Photo-Assisted and Photo-Catalyzed Organic Synthesis DOI Creative Commons
Jaime G. Ibarra‐Gutiérrez, Luis A. Segura‐Quezada, Edson D. Hernández‐Velázquez

и другие.

Molecules, Год журнала: 2025, Номер 30(4), С. 784 - 784

Опубликована: Фев. 8, 2025

Iodine(III) reagents have become a highly relevant tool in organic synthesis due to their great versatility as strong but green oxidants. Several transformations involving cyclizations well functionalization of different cores been broadly described and reviewed. Herein, the participation these photochemical exclusively by direct irradition or photoredox cycles using some transition metals, will be briefly plausible further that potentially can developed.

Язык: Английский

Процитировано

0
Visible light induced β-C(sp2)-H alkylsulfonylation of enamides with phenyliodine(III) dicarboxylates and DABCO-(SO2)2 DOI
Tianhong Xu, Xi Chen, Xia Zhao

и другие.

Tetrahedron Letters, Год журнала: 2025, Номер unknown, С. 155663 - 155663

Опубликована: Май 1, 2025

Язык: Английский

Процитировано

0
K2S2O8‐Mediated Access to Alkylsulfonated Spiro[4,5] Trienones from N‐Arylpropiolamides with the Insertion of Sulfur Dioxide DOI

Xin‐Qian Liu,

Peng‐Fei Huang, Biquan Xiong

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 366(3), С. 488 - 493

Опубликована: Дек. 23, 2023

Abstract A four‐component reaction of N ‐arylpropiolamides, Hantzsch esters, Na 2 S O 5 and water via a radical cascade cyclization process with the insertion sulfur dioxide mediated by K 8 is reported. series alkylsulfonated spiro[4,5] trienones are prepared up to 86% yield good functional group tolerance substrate applicability. Preliminary mechanism experiments indicate that carbonyl oxygen originated from water.

Язык: Английский

Процитировано

4