Photo‐catalyzed Stereospecific Synthesis of Trisubstituted Alkenes Incorporating 3,3‐Difluoro‐γ‐Lactams from Morita‐Baylis‐Hillman Acetates and N‐Allylbromodifluoroacetamides DOI Open Access
Xi Chen,

Chi Ai,

Yuting Wang

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 1, 2024

Abstract A photocatalytic methodology has been devised for the stereoselective construction of trisubstituted alkenes incorporating 3,3‐difluoro‐γ‐lactams in 17–93% yields via a radical cascade process utilizing MBH acetates and N ‐allylbromodifluoroacetamides as starting materials. The reaction mechanism involves single‐electron transfer, 5 ‐ exo trig cyclization, addition, elimination fashion.

Язык: Английский

Annulative Aminosulfonylation of Unactivated Alkenes for Accessing Pyrazolines via Multicomponent SO2 Insertion DOI
Zhenjie Qi,

Simiaomiao Wen,

Quansen Wu

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(16), С. 11874 - 11884

Опубликована: Авг. 3, 2023

A direct arylsulfonylation of β,γ-unsaturated hydrazones method, in which sulfonated pyrazolines are accessed by a three-component reaction hydrazones, DABSO, and aryldiazonium tetrafluoroborates, has been developed without external oxidants or catalysts. This transformation is triggered the formation arylsulfonyl radicals situ from tetrafluoroborates enabled controllable generation C center radical, DABSO was utilized as sulfone source an oxidant this radical-mediated cascaded reaction. wide range substrates can be applied process to afford good yield, it amenable for gram-scale synthesis.

Язык: Английский

Процитировано

6

Palladium-Catalyzed Aminosulfonylation of ortho-Iodoanilines with the Insertion of Sulfur Dioxide for the Synthesis of 3,4-Dihydro-benzothiadiazine 1,1-Dioxides DOI
Zhenjie Qi,

Simiaomiao Wen,

Hao Li

и другие.

Organic Letters, Год журнала: 2023, Номер 25(40), С. 7322 - 7326

Опубликована: Окт. 4, 2023

A simple and efficient Pd-catalyzed oxidative cyclization system is developed for the chemo- regioselective synthesis of 3,4-dihydro-benzothiadiazine 1,1-dioxides, which are formed through aminosulfonylation ortho-iodoanilines with SO2. DABSO utilized as source SO2, organic compound O2 acts an oxidant. This direct C-S, S-N, C-N functionalization highly efficient, broad functional group tolerance observed, resulting in moderate to excellent yields 1,1-dioxides. Furthermore, this method amenable gram-scale synthesis.

Язык: Английский

Процитировано

4

Photoinduced radical tandem annulation of 1,7-diynes: an approach for divergent assembly of functionalized quinolin-2(1H)-ones DOI Creative Commons

Daixiang Chen,

Song Zhi-jie,

Shenghu Yan

и другие.

Frontiers in Chemistry, Год журнала: 2024, Номер 12

Опубликована: Март 26, 2024

The first photocatalytic trichloromethyl radical-triggered annulative reactions of amide-linked 1,7-diynes with polyhalomethanes were established for the flexible assembly functionalized quinolin-2(1H)-ones generally acceptable yields. With installation aryl group (R

Язык: Английский

Процитировано

1

Assembly of Functionalized gem-Difluoroalkenes via Photocatalytic Defluorocyanoalkylation and Defluoroacylation of α-CF3 Styrenes with Oxime Esters DOI

Chi Ai,

Tao Wang,

Yu Bao

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

We report an efficient photocatalytic protocol for the defluorocyanoalkylation and defluoroacylation of α-trifluoromethyl styrenes by utilizing oxime esters as radical donors, allowing preparation diverse

Язык: Английский

Процитировано

1

Cobalt-catalyzed regioselective hydroazidation of 1-aryl-1,3-dienes: facile access to allylic azides DOI
Mei‐Hua Shen,

Xiao‐Wen Qi,

De-Xia Li

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(12), С. 3010 - 3015

Опубликована: Янв. 1, 2023

A new cobalt-catalyzed hydroazidation of 1-aryl-1,3-dienes by using TMSN 3 as a nucleophilic azide source under mild conditions has been reported, leading to the synthesis wide range allylic azides with moderate good yields.

Язык: Английский

Процитировано

3

Synthesis of α-allenic aldehydes/ketones from homopropargylic alcohols using a visible-light irradiation system DOI
Dong‐Fang Jiang,

Xingxing Zeng,

De‐Feng Li

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(25), С. 5240 - 5244

Опубликована: Янв. 1, 2023

A visible-light irradiation tandem oxidative aryl migration/carbonyl formation reaction, mediated by K 2 S O 8 and photoredox catalysis, has been discovered.

Язык: Английский

Процитировано

2

Radical-Mediated Trifunctionalization Reactions DOI Creative Commons
Qiang Zhang, Xiaoming Ma, Sanjun Zhi

и другие.

Molecules, Год журнала: 2024, Номер 29(15), С. 3620 - 3620

Опубликована: Июль 31, 2024

Synthetic radicals have intrinsic power for cascading and multifunctional reactions to construct diverse molecular scaffolds. In the previous review series, we covered 1,2-difunctionalizations, remote 1,3-, 1,4-, 1,5-, 1,6-, 1,7-difunctionalizations, addition followed by cyclization reactions, cycloaddition-initiated difunctionalizations. Presented in this paper are radical addition-initiated trifunctionalization of alkenes, alkynes, their derivatives. After initial addition, there different pathways, such as group or hydrogen atom transfer, cyclization, coupling, complete second third functionalizations.

Язык: Английский

Процитировано

0

Photoredox-Catalyzed Alkynylation of C(sp3)-H Bonds Adjacent to a Nitrogen Atom of Tertiary Amines with Alkynyl Bromides DOI

Jin‐Long Dai,

Tao Wang, Hao Yan

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(21), С. 15901 - 15913

Опубликована: Окт. 12, 2024

A novel and robust alkynylation of C(sp3)–H bonds adjacent to a nitrogen atom tertiary amines with alkynyl bromides as radical alkynylating reagents has been realized under visible-light irradiation. range variety including N-arylamines N-alkylamine have coupled both aromatic aliphatic furnish 51 examples propargylamines in moderate excellent yields (31–80% yields). The possible mechanism was addition–elimination process based on preliminary mechanistic studies.

Язык: Английский

Процитировано

0

Photo‐catalyzed Stereospecific Synthesis of Trisubstituted Alkenes Incorporating 3,3‐Difluoro‐γ‐Lactams from Morita‐Baylis‐Hillman Acetates and N‐Allylbromodifluoroacetamides DOI Open Access
Xi Chen,

Chi Ai,

Yuting Wang

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 1, 2024

Abstract A photocatalytic methodology has been devised for the stereoselective construction of trisubstituted alkenes incorporating 3,3‐difluoro‐γ‐lactams in 17–93% yields via a radical cascade process utilizing MBH acetates and N ‐allylbromodifluoroacetamides as starting materials. The reaction mechanism involves single‐electron transfer, 5 ‐ exo trig cyclization, addition, elimination fashion.

Язык: Английский

Процитировано

0