Access to Benzocyclic Boronates via Light-Promoted Intramolecular Arylborylation of Alkenes

被引：4

作者：

Ke, Sen ^{[1
]}

Liao, Huanqing ^{[1
]}

Qin, Hao ^{[1
]}

Wang, Yan ^{[1
]}

Li, Yi ^{[1
]}

机构：

[1] Fuzhou Univ, Coll Chem, Fujian Prov Univ, Key Lab Mol Synth & Funct Discovery, Fuzhou 350108, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 09期

基金：

中国国家自然科学基金;

关键词：

B BOND FORMATION; METAL-FREE; BORYLATION; ESTERS; SALTS; CARBOAMINOXYLATION; ORGANOBORANES; CONSTRUCTION; DERIVATIVES; CYCLIZATION;

D O I：

10.1021/acs.joc.3c00395

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Benzocyclic boronates have attracted increasing research interest in drug chemistry and organic synthesis in recent years. Herein, we report a facile access to benzocyclic boronates through photopromoted intramolecular arylborylation of allyl aryldiazonium salts. This simple protocol features a broad scope, allowing the formation of variously functionalized borates bearing dihydrobenzofuran, dihydroindene, benzothiophene, and indoline skeletons under mild and sustainable conditions.

引用

页码：6237 / 6246

页数：10

共 50 条

[31] N-9 Alkylation of purines via light-promoted and metal-free radical relay
Mao, Runze
Sun, Lifeng
Wang, Yong-Shi
Zhou, Min-Min
Xiong, De-Cai
Li, Qin
Ye, Xin-Shan
CHINESE CHEMICAL LETTERS, 2018, 29 (01) : 61 - 64
[32] N-9 Alkylation of purines via light-promoted and metal-free radical relay
Runze Mao
Lifeng Sun
Yong-Shi Wang
Min-Min Zhou
De-Cai Xiong
Qin Li
Xin-Shan Ye
Chinese Chemical Letters, 2018, 29 (01) : 61 - 64
[33] Light-Promoted Dearomative Cross-Coupling of Heteroarenium Salts and Aryl Iodides via Nickel Catalysis
Nallagonda, Rajender
Musaev, Djamaladdin G.
Karimov, Rashad R.
ACS CATALYSIS, 2022, 12 (03) : 1818 - 1829
[34] Synthesis of ortho-(Fluoro)alkylated Pyridines via Visible Light-Promoted Radical Isocyanide Insertion
Tong, Kun
Zheng, Tianyi
Zhang, Yan
Yu, Shouyun
ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (16-17) : 3681 - 3686
[35] Catalyst-Free and Visible Light Promoted Aminofluoroalkylation of Unactivated Alkenes: An Access to Fluorinated Aziridines
Liu Xiao-Xiao
Jia Jia
Wang Ze
Zhang Yu-Ting
Chen Jiao
Yang Ke
He Chun-Yang
Zhao Liang
ADVANCED SYNTHESIS & CATALYSIS, 2020, 362 (13) : 2604 - 2608
[36] Visible-Light-Promoted lododifluoromethylation of Alkenes via (Phosphonio)difluoromethyl Radical Cation
Trifonov, Alexey L.
Panferova, Liubov, I
Levin, Vitalij V.
Kokorekin, Vladimir A.
Dilman, Alexander D.
ORGANIC LETTERS, 2020, 22 (06) : 2409 - 2413
[37] Light-promoted addition of alkenes, dienes, C60, and disulfur to the disulfido ligand in the complex CpMoMn(CO)5(μ-S2)
Adams, RD
Miao, SB
Smith, MD
ORGANOMETALLICS, 2004, 23 (13) : 3327 - 2334
[38] Chemodivergent Synthesis of Benzothiadiazin-3-one 1-Oxides and Benzisothiazol-3-ones via Visible Light-Promoted Intramolecular N-S Bond Formation
Li, Huimin
Xiong, Zhiqiang
Sheng, Shouri
Chen, Junmin
JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (24): : 16949 - 16959
[39] Visible light-promoted intermolecular cyclization/aromatization of chalcones and 2-mercaptobenzimidazoles via an EDA complex and a mechanism study
Zhao, Xue-Jun
Li, Yuke
Li, Ming
Tian, Ya-Ling
Wang, Wen-Peng
Zhang, Bo-Sheng
Wang, Xi-Cun
ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (25) : 5139 - 5144
[40] Visible Light-Promoted Amide Bond Formation via One-Pot Nitrone in Situ Formation/Rearrangement Cascade
Cai, Bao-Gui
Luo, Shuai-Shuai
Li, Lin
Li, Lei
Xuan, Jun
Xiao, Wen-Jing
CCS CHEMISTRY, 2021, 3 (11): : 2764 - 2771

← 1 2 3 4 5 →