939641
1-Methylindoline-2-thione
≥95%, powder or crystals
别名:
1-Methyl-2,3-dihydro-1H-indole-2-thione
产品名称
1-Methylindoline-2-thione, ≥95%
InChI
InChI=1S/C9H9NS/c1-10-8-5-3-2-4-7(8)6-9(10)11/h2-5H,6H2,1H3
SMILES string
S=C1N(C)C2=CC=CC=C2C1
InChI key
GBSPZRWQIJCQQB-UHFFFAOYSA-N
assay
≥95%
form
powder or crystals
reaction suitability
reaction type: Photocatalysis
greener alternative product characteristics
Catalysis
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sustainability
Greener Alternative Product
color
white to yellow
greener alternative category
Quality Level
General description
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Green Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.
1-Methylindoline-2-thione is a indole thiolate often used in the synthesis of (Indoline-2-S) related products.
Application
1-Methylindoline-2-thione is a indole thiolate has been used in the synthesis of:
- Brassilexin, Sinalexin and Wasalexins
- Functionilized thiopyrano-indole annulated heterocycles
- N-Alkylated Analogues of Indolylthio Glycosides
- The activation of C-F. C-Cl and C-O bonds
- The synthesis of thioethers from aryl chlorides & alcohols
Features and Benefits
1-Methylindoline-2-thione is an affordable indole thiolate that is useful in general synthesis as well as the transition-metal free photocatalytic reduction of a range of strong polar C-F, C-O and C-Cl bonds.
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
法规信息
新产品
此项目有
M Soledade C Pedras et al.
The Journal of organic chemistry, 70(5), 1828-1834 (2005-02-26)
Efficient syntheses of the phytoalexins brassilexin, sinalexin, and analogues are demonstrated through the application of the Vilsmeier formylation to indoline-2-thiones followed by a new aqueous ammonia workup procedure. Similarly, a very concise two-pot synthesis of the phytoalexins wasalexins using sequential
Shuo Wu et al.
Angewandte Chemie (International ed. in English), 62(32), e202306364-e202306364 (2023-06-16)
Due to their strong covalent bonds and low reduction potentials, activating inert substrates is challenging. Recent advances in photoredox catalysis offered a number of solutions, each of which useful for activating specific inert bonds. Developing a general catalytic platform that
N-Alkylated Analogues of Indolylthio Glycosides as Glycosyl Donors with Enhanced Activation Profile.
Ganesh Shrestha et al.
European journal of organic chemistry, 2022(18), e202200300-e202200300 (2022-11-08)
While studying indolylthio glycosides, previously we determined their activation profile that required large excess of activators. This drawback was partially addressed in the present study of N-alkylated SInR derivatives. The activation process was studied by NMR and the increased understanding
Shuo Wu et al.
Journal of the American Chemical Society, 146(5), 2907-2912 (2024-01-24)
Thioethers, often found in pharmaceuticals and natural compounds, typically involve metal cross-coupling reactions, high temperatures, and the use of disagreeable thiols for their synthesis. Here we present a straightforward, thiol-free organocatalytic protocol that uses mild conditions to stitch together inexpensive
Xiang Chen et al.
Organic letters, 17(1), 42-45 (2014-12-18)
A formal thio [3 + 3]-cyclization catalyzed by a DPEN-derived chiral thiourea has been reported for the construction of optically active thiopyrano-indole annulated heterocyclic compounds in high yields with excellent enantioselectivities. The high reactivity between indoline-2-thione (keto-S) and 2-benzylidenemalononitrile has
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