• 1. Mild gold-catalyzed three-component dehydrogenative coupling of terminal alkynes to amines and indole-2-carboxaldehyde
  Jian Li,Hongni Wang,Jiangtao Sun,Yang Yang,Li Liu Org. Biomol. Chem. 2014 12 2523
• 2. Enantioselective hydroacylation of N-vinylindole-2-carboxaldehydes
  Avipsa Ghosh,Levi M. Stanley Chem. Commun. 2014 50 2765
• 3. Recent advances in the synthesis of pyrido[1,2-a]indoles
  Yunxin Yao,Mouad Alami,Abdallah Hamze,Olivier Provot Org. Biomol. Chem. 2021 19 3509
• 4. Efficient synthesis of carbazolesviaPtCl2-catalyzed RT cyclization of 1-(indol-2-yl)-2,3-allenols: scope and mechanism
  Wangqing Kong,Chunling Fu,Shengming Ma Org. Biomol. Chem. 2012 10 2164
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Indoles and derivatives Indoles
• Solvents and Organic Chemicals Organic Compounds Heterocyclic Compounds

Comprehensive Overview of Indole-2-carbaldehyde (CAS No. 19005-93-7): Properties, Applications, and Industry Insights

Indole-2-carbaldehyde (CAS No. 19005-93-7) is a versatile organic compound widely recognized for its role in pharmaceutical synthesis, agrochemical development, and material science. This aromatic aldehyde, featuring an indole core substituted at the 2-position with a formyl group, has garnered significant attention due to its unique reactivity and structural properties. Researchers and industry professionals frequently search for terms like "Indole-2-carbaldehyde synthesis", "CAS 19005-93-7 applications", and "indole derivatives in drug discovery", reflecting its multidisciplinary relevance.

The compound's molecular structure (C₉H₇NO) enables diverse chemical transformations, making it a valuable intermediate for constructing complex heterocycles. Recent studies highlight its utility in green chemistry initiatives, particularly in catalyst-free reactions and solvent-free conditions—topics trending in sustainable chemistry forums. Analytical techniques such as HPLC purification of indole aldehydes and NMR characterization of CAS 19005-93-7 remain high-priority search queries among quality control specialists.

In pharmaceutical contexts, Indole-2-carbaldehyde serves as a precursor for bioactive molecules targeting neurological and oncological pathways. The surge in searches for "indole-based kinase inhibitors" and "aldehyde-directed C-H activation" underscores its importance in modern medicinal chemistry. Notably, its derivatives exhibit potential in neuroprotective agent development—a hot topic aligned with growing interest in neurodegenerative disease research.

Material scientists value this compound for designing organic semiconductors and photoluminescent materials, with patent analyses showing increased innovation in indole-containing OLEDs. The compound's fluorescence properties prompt frequent investigations into "indole-2-carbaldehyde spectroscopic data" and "solvatochromism studies". Regulatory databases confirm its approval for use in fragrance compositions, addressing queries about IFRA compliance of indole derivatives.

From a commercial perspective, supply chain analytics reveal growing demand for high-purity CAS 19005-93-7 across North America and Asia-Pacific regions. Industry reports correlate this trend with expanded applications in crop protection chemicals and electronic material precursors. Technical discussions often focus on large-scale indole-2-carbaldehyde production methods and stability under various storage conditions—key concerns for bulk manufacturers.

Emerging research explores the compound's role in metal-organic frameworks (MOFs) and supramolecular chemistry, with particular interest in its hydrogen bonding capacity. These developments respond to academic searches for "indole aldehydes in crystal engineering" and "CAS 19005-93-7 coordination chemistry". The compound's chiral center at the 2-position also makes it relevant to asymmetric synthesis studies, a rapidly growing field in synthetic organic chemistry.

Quality specifications for Indole-2-carbaldehyde typically emphasize ≥98% purity by GC analysis, with specialized grades available for electrochemical applications and high-throughput screening. Recent advancements in continuous flow chemistry have optimized its preparation, addressing industrial needs for process intensification—a major trend in chemical manufacturing optimization. Safety data sheets highlight standard handling procedures comparable to other aromatic aldehydes, with proper ventilation and PPE being essential.

The compound's future prospects appear promising, particularly in bioconjugation chemistry and proteolysis-targeting chimera (PROTAC) development. These cutting-edge applications align with increasing searches for "indole-based bifunctional molecules" and "aldehyde handles for bioconjugation". As analytical techniques advance, studies utilizing cryo-EM and mass spectrometry imaging further expand its potential in chemical biology research.

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• 904886-12-0(Benzo[h]quinoline-2-carbaldehyde)
• 630395-95-8(1H-Pyrrolo[3,2-c]pyridine-2-carbaldehyde)