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939633

Sigma-Aldrich

Indoline-2-thione

new
greener alternative

≥-95%

别名:

2,3-Dihydro-1H-indole-2-thione

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About This Item

经验公式（希尔记法）:
C8H7NS
CAS号:
496-30-0
分子量:
149.21
MDL號碼:
MFCD09971323
分類程式碼代碼:
12352100

品質等級

100

化驗

≥-95%

形狀

powder or crystals

反應適用性

reaction type: Photocatalysis

環保替代產品特色

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

顏色

white to yellow

環保替代類別

Aligned

SMILES 字串

S=C1NC2=CC=CC=C2C1

InChI

InChI=1S/C8H7NS/c10-8-5-6-3-1-2-4-7(6)9-8/h1-4H,5H2,(H,9,10)

InChI 密鑰

IGJWTYFTQNHSEK-UHFFFAOYSA-N

一般說明

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.

應用

Indoline-2-thione is a indole thiolate has been used in:
  • The MgI2-catalyzed nucleophilic ring opening of donor-acceptor cyclopropanes
  • The synthesis of indole-fused dihydrothiopyrano scaffolds via [3+3] annulations of donor-acceptor cyclopropanes
  • The preparation of 2-carboxylated thieno [2,3- b] indoles
Also used as a catalytic photoreductant in:
  • The synthesis of thioethers from aryl chlorides & alcohols

特點和優勢

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.

相關產品

产品编号
说明
价格

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000388838
0000388837
0000366308
0000388837
0000388838

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Braj Gopal et al.
The Journal of organic chemistry, 88(1), 132-142 (2022-12-17)
A new methodology for the synthesis of N-haloindole-fused dihydrothiopyrano derivatives via (3 + 3)-annulation of donor-acceptor cyclopropanes (DACs) with indoline-2-thiones in the presence of Sc(OTf)3 as a Lewis acid catalyst has been developed. This protocol provides a variety of indole-fused
Pan Tang et al.
The Journal of organic chemistry, 87(16), 10890-10901 (2022-08-03)
MgI2-catalyzed nucleophilic ring-opening reactions of donor-acceptor cyclopropanes with indoline-2-thiones as easy-to-handle sulfur nucleophiles were investigated. A series of functionalized γ-indolylthio butyric acid derivatives were synthesized in good to excellent yields under mild reaction conditions. Furthermore, the thioether functionalized ring-opening products
Giacomo Mari et al.
Organic & biomolecular chemistry, 20(20), 4167-4175 (2022-05-10)
A metal-free strategy, alternative to the known complex cycloaddition reactions, towards 2-carboxylated thieno [2,3-b] indole derivatives has been successfully developed. The novel approach involves as starting materials easy accessible 1,2-diaza-1,3-dienes and indoline 2-thione and requires mild reaction conditions. Furthermore, the
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

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