Recent Advances in the Cascade Cyclization of Alkyne Units for the Construction of Benzofluorenes DOI

Shimin Jiang,

Ruchun Yang,

Xian‐Rong Song

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(22), P. 4585 - 4605

Published: Oct. 11, 2024

Abstract Benzofluorenes are an important class of polycyclic aromatic hydrocarbons (PAHs), which widely used in materials science for light‐sensitive electronic components. In addition, the benzofluorene skeleton also serves as a key structural unit various natural products. Therefore, development synthetic strategies construction benzofluorenes has been prominent research topic chemistry. Over past few decades, numerous efforts have made via cascade cyclization alkyne units. This review aims to summarize recent advances units Based on different reaction mechanisms underlying these transformations, this can be divided into four categories: (1) thermal‐induced benzofluorenes, (2) metal‐catalyzed (3) acid‐promoted/catalyzed and (4) base‐promoted benzofluorenes.

Language: Английский

TFA-Promoted Cascade Sulfonylation/Rearrangement/Cyclization of 1,5-Diynols and Sodium Sulfinates to Construct Sulfonylated Benzo[b]fluorenes DOI

Shimin Jiang,

Meng Liang,

Jiang Bai

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(9), P. 6416 - 6427

Published: April 15, 2024

A novel conversion of 1,5-diynols into sulfonylated benzo[b]fluorenes is reported by a TFA-promoted cascade cyclization with sodium sulfinates under mild conditions. This strategy provides an efficient and practical approach for accessing various sulfonated in moderate to excellent yields metal-free On the basis control experimental results density functional theory calculations, possible transformation mechanism consisting dehydration propargylic alcohols, sulfonylation, allenylation, Schmittel-type proposed. It worth noting that TFA played important role this cyclization, which promoted C–SO2R bond cleavage sulfone intermediate form allenyl sulfones, followed give target product.

Language: Английский

Citations

2
Recent Advances on Direct Phosphorothiolation Reactions DOI

Haifa Zheng,

Ju Peng,

Xiang Liu

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: July 23, 2024

Abstract Organophosphorothioates are organic molecules containing sulfur and phosphorus, with significant biological activity physicochemical properties, widely used in synthesis, medicinal chemistry, the agrochemical industry. In particular, many phosphorothioates display a variety of activities, such as antifungal, antibacterial, anti‐parasite, anticancer, so on. Traditionally, synthesis has mainly relied on indirect methods involving construction S−P bond. recent years, direct phosphorothiolation gained attention reliable rapid method for introducing −S−P(O)(OR) 2 group into parent molecules. This article reviews latest advances reactions, categorized based different sources group.

Language: Английский

Citations

2
Iron-catalyzed cascade cyclization of diaryldiyn-3-ones with P(O)H compounds: a rapid method for accessing 10-phosphorylated benzo[b]fluorenones DOI

Yinwei Cao,

Yue Ying,

Jie‐Yi Wu

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(18), P. 4997 - 5002

Published: Jan. 1, 2024

The first iron-catalyzed cascade cyclization of diaryldiyn-3-ones with P(O)H compounds for the synthesis 10-phosphorylated benzo[ b ]fluorenones is presented.

Language: Английский

Citations

1
New Frontiers in Phosphorothioate Formation: Harnessing Inorganic Phosphorus Sources DOI
Jiawei He,

Xuesi Zhou,

Zixuan Wan

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(99), P. 14691 - 14702

Published: Jan. 1, 2024

This review highlights the latest advancements in synthesis of phosphorothioates and their derivatives from inorganic phosphorus sources, focusing on applicability, mechanisms, current limitations, potential future directions.

Language: Английский

Citations

0
Synthesis of Unsymmetrical Phosphorus Disulfides DOI Creative Commons

Jeffrey Ash,

Jun Yong Kang

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(36), P. 7492 - 7499

Published: Jan. 1, 2024

A sulfur-mediated umpolung strategy employing

Language: Английский

Citations

0
Recent Advances in the Cascade Cyclization of Alkyne Units for the Construction of Benzofluorenes DOI

Shimin Jiang,

Ruchun Yang,

Xian‐Rong Song

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(22), P. 4585 - 4605

Published: Oct. 11, 2024

Abstract Benzofluorenes are an important class of polycyclic aromatic hydrocarbons (PAHs), which widely used in materials science for light‐sensitive electronic components. In addition, the benzofluorene skeleton also serves as a key structural unit various natural products. Therefore, development synthetic strategies construction benzofluorenes has been prominent research topic chemistry. Over past few decades, numerous efforts have made via cascade cyclization alkyne units. This review aims to summarize recent advances units Based on different reaction mechanisms underlying these transformations, this can be divided into four categories: (1) thermal‐induced benzofluorenes, (2) metal‐catalyzed (3) acid‐promoted/catalyzed and (4) base‐promoted benzofluorenes.

Language: Английский

Citations

0