Photoredox Radical Truce–Smiles Rearrangement of N-Sulfinyl Acrylamides with Bromodifluoroacetamides DOI
Lin Tian, Pu Chen, Xiaochen Ji

и другие.

Organic Letters, Год журнала: 2024, Номер unknown

Опубликована: Дек. 18, 2024

We herein report a photochemical Truce–Smiles rearrangement reaction of N-sulfinyl acrylamides with bromodifluoroacetamides resulting in the synthesis series aryl difluoroglutaramides moderate to good yields. The asymmetric using chiral sulfinamides produced quaternary carbon-centered glutaramide products modest enantioselectivity. This protocol effectively complements previous methods involving N-sulfonyl acrylamides.

Язык: Английский

Accessing 3,4-Dihydroquinolinone from N-Arylacrylamides via Tetralone-Mediated Energy Transfer and 1,3-Hydrogen Shift DOI

Yongbo Tan,

Jing Zhao, Guo‐Jun Deng

и другие.

Organic Letters, Год журнала: 2024, Номер 26(12), С. 2398 - 2402

Опубликована: Март 18, 2024

Herein, we introduce a tetralone-mediated photocyclization method of N-arylacrylamides. The protocol proceeds smoothly to deliver diverse set 3,4-dihydroquinolinones in moderate good yields with excellent functional group compatibility and readily allows for late-stage modifications number complex drug molecules. Mechanistic studies reveal that the present systems ultraviolet light irradiation enable cyclization via energy transfer exclusive 1,3-hydrogen shift.

Язык: Английский

Процитировано

6

HFIP-promoted synthesis of imidazo [1,2-a]pyridines containing CF3-substituted tertiary alcohols at room temperature DOI
Juanjuan Gao, Xiaohua Guo, Zhaowen Liu

и другие.

Tetrahedron, Год журнала: 2024, Номер 156, С. 133943 - 133943

Опубликована: Март 19, 2024

Язык: Английский

Процитировано

3

Accessing pyrrolo[1,2-a]indole derivatives via visible-light-induced dearomatizative cyclization of indoles DOI
Zhao‐Sheng Liu, Xiaochen Ji,

Lilan Duan

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(37), С. 4902 - 4905

Опубликована: Янв. 1, 2024

Dearomatizative cyclization of indoles: a novel synthetic method for pyrrolo[1,2- ]indole derivatives through visible-light-induced cascade dearomatizative indoles with external nucleophiles has been developed.

Язык: Английский

Процитировано

3

Formation of cyclopenta[c]quinolines through visible-light-induced photoredox cascade bis-annulations of 1,7-enynes with sulfoxonium ylides DOI

Ning Xian,

Guo‐Jun Deng, Huawen Huang

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(37), С. 7618 - 7622

Опубликована: Янв. 1, 2024

A novel visible-light-driven photoredox-catalyzed cascade bicyclization of 1,7-enynes with aqueous sulfoxonium ylides is reported. The reaction highly chemoselective three new C-C bonds, two rings, and an all-carbon quaternary stereocenter constructed in a one-pot fashion. This mild protocol features remarkably broad substrate scope good functional group tolerance, providing general practical approach to access various cyclopenta[

Язык: Английский

Процитировано

2

Synthesis of Oxazoles Containing CF3-Substituted Alcohol Unit via Tandem Cycloisomerization/Hydroxyalkylation from N-Propargylamides with Trifluoropyruvates DOI Creative Commons
Juanjuan Gao,

Longhui Wu,

Shuqin Yu

и другие.

Molecules, Год журнала: 2024, Номер 29(24), С. 5848 - 5848

Опубликована: Дек. 11, 2024

Oxazoles are important five-membered heterocycles that contain both nitrogen and oxygen atoms. Due to their wide range of biological activities, many oxazoles demonstrate potential for extensive application in various fields, including medicinal chemistry. Trifluoromethyl carbinol, an pharmacophore, contains trifluoromethyl hydroxyl groups is common molecules with activities. Constructing a carbinol unit undoubtedly valuable expanding the chemical space drug discovery. In this study, simple efficient method was developed synthesis containing CF3-substituted alcohol via tandem cycloisomerization/hydroxyalkylation N-propargylamides trifluoropyruvates through rational Lewis acid catalytic mechanism. This Zn(OTf)2-catalyzed synthetic protocol operationally provides series moderate good yields. The demonstrates broad substrate scope, high functional group tolerance, atom economy can achieve gram-level reactions, indicating strong possibility its practical application.

Язык: Английский

Процитировано

1

Hfip-Promoted Synthesis Of Imidazo[1,2-A]Pyridines Containing Cf3-Substituted Tertiary Alcohols At Room Temperature DOI
Juanjuan Gao,

Xiaohua Gao,

Zhaowen Liu

и другие.

Опубликована: Янв. 1, 2024

Download This Paper Open PDF in Browser Add to My Library Share: Permalink Using these links will ensure access this page indefinitely Copy URL DOI

Язык: Английский

Процитировано

0

Synthesis of 2,4-Dicyanoalkylated Benzoxazines through the Radical-Mediated Cascade Cyclization of Isocyanides with AIBN under Metal- and Additive-Free Conditions DOI

Mengjia Ni,

Shuanggen Gui,

Yang Fu

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(6), С. 3970 - 3976

Опубликована: Фев. 29, 2024

A general and novel method for the radical cascade cyclization of aryl isocyanides with AIBN has been described. This strategy provides straightforward access to various 2,4-dicyanoalkylated benzoxazines in moderate good yields under metal- additive-free conditions. The reaction can apply a gram scale tolerate diverse functional groups. 2,4-Dicyanoalkylated benzoxazine derivatives feature large Stokes shift intramolecular charge transfer properties.

Язык: Английский

Процитировано

0

Photoredox Radical Truce–Smiles Rearrangement of N-Sulfinyl Acrylamides with Bromodifluoroacetamides DOI
Lin Tian, Pu Chen, Xiaochen Ji

и другие.

Organic Letters, Год журнала: 2024, Номер unknown

Опубликована: Дек. 18, 2024

We herein report a photochemical Truce–Smiles rearrangement reaction of N-sulfinyl acrylamides with bromodifluoroacetamides resulting in the synthesis series aryl difluoroglutaramides moderate to good yields. The asymmetric using chiral sulfinamides produced quaternary carbon-centered glutaramide products modest enantioselectivity. This protocol effectively complements previous methods involving N-sulfonyl acrylamides.

Язык: Английский

Процитировано

0