Synapse
⌘+K
Synapse
PulseExploreClubsResearchersJournals
Instagram
HomeClubsExplore
April 10, 2026Organic Letters

Sequential Groebke–Blackburn–Bienaymé and Pictet–Spengler Reactions for Regioselective Synthesis of Polyheterocyclics

View Full Paper
Ask AI
Bookmark
Share

Authors

WLWan Sin LimANAshutosh NathTSTakeru Saito

Discussion

Loading...

Member takes

Overview

A two-step process demonstrates regioselective synthesis of complex polycyclic compounds, suggesting new pathways in organic chemistry.

Key Points

  • This study aims to develop a two-step process for the regioselective synthesis of polyheterocyclic compounds.
  • Utilized Groebke-Blackburn-Bienaymé and Pictet-Spengler reactions in sequence.
  • Focused on the synthesis of benzazepine, imidazopyridine, and dihydropyrroloazepine rings.
  • Conducted density functional theory calculations to determine reaction favorability.
  • Achieved regioselective synthesis of unique polycyclic compounds.
  • Identified the C4 position on indole as optimal for producing benzazepine compounds.
  • Demonstrated that the process yields single products effectively.

Cite This Study

Lim et al. (2026) studied this question.

synapsesocial.com/papers/69d895be6c1944d70ce06d86https://doi.org/10.1021/acs.orglett.6c00878
View Full Paper
Ask AI
Bookmark
Share

Also Consider

Synapse has enriched 5 closely related papers on similar clinical questions. Consider them for comparative context:

  1. 1Synthesis of Imidazopyridine- and Indole-Fused Azepinones via an Unusual Friedel–Crafts Alkylation of Chloroacetylated GBB Adducts2026 · 1 citations
  2. 2Extended Multicomponent Reactions with Indole Aldehydes: Access to Unprecedented Polyheterocyclic Scaffolds, Ligands of the Aryl Hydrocarbon Receptor2020 · 33 citations
  3. 3Conceptual Density Functional Theory2003 · 5,307 citations
  4. 4Pictet–Spengler-Based Multicomponent Domino Reactions to Construct Polyheterocycles2023 · 10 citations
  5. 5A Comparative Study on the Groebke-Blackburn-Bienaymé Three-Component Reaction Catalyzed by Rare Earth Triflates under Microwave Heating2020 · 7 citations