23768-17-4

Upstream product

• 626-55-1 3-Bromopyridine 
• 603-76-9 1-methylindole 
• 97-94-9 triethyl borane 
• 157427-46-8 1-methyl-2-(tri-n-butylstannyl)-1H-indole 
• 1120-90-7 3-iodopyridine 
• 15432-24-3 2-(pyridin-3-yl)-indole 
• 144-55-8 sodium hydrogencarbonate 
• 74-88-4 methyl iodide 
• 1170697-28-5 nicotinic acid N,N'-dimethyl-N'-phenylhydrazide 
• 19493-09-5 Methylenetriphenylphosphorane 
• 75833-63-5 2-iodo-1-methyl-1H-indole 

Relevant academic research and scientific papers

Novel Aspects on the Reaction of Trialkyl-(1-methylindol-2-yl)borates

A new use of trialkyl-(1-methylindol-2-yl)borates for the synthesis of 2-substituted indoles involving the palladium catalysed cross-coupling with vinylic and aromatic halides, or a facile alkyl migration from boron to carbon without an additional electrophile is described.

Structure-Modified Germatranes for Pd-Catalyzed Biaryl Synthesis

Germanium, a member of 14th group that falls between Si and Sn, has remained considerably ignored as a nucleophile for a long time. Compared with other forms of Ge-containing nucleophiles, germatranes are structure-defined, easily accessible, and stabilized nucleophilic fragments, but they fail to meet the need of high reactivity and facile introducing to organics. Herein, we report a modified structure of germatranes, whose cross-coupling reactivity is greatly improved. The structure can be easily constructed from inexpensive industrial GeO2, and corresponding Ge-Cl and Ge-H can also be obtained after facile transformations. Moreover, Ar-Ge can be effectively synthesized either from Grignard reagents or Pd-catalyzed germylation of aryl halides.

Synthesis of indoles via alkylidenation of acyl hydrazides

Indoles have been synthesised via alkylidenation of acyl phenylhydrazides using phosphoranes and the Petasis reagent, followed by in situ thermal rearrangement of the product enehydrazines. The Petasis reagent provides an essentially neutral equivalent of the [acid-catalysed] Fischer indole synthesis, but with acyl phenylhydrazides as starting substrates. Alkylidene triphenylphosphoranes convert aroyl phenylhydrazides to indoles, but acyl phenylhydrazides derived from aliphatic carboxylic acids undergo a Brunner reaction to form indolin-2-ones.

Direct C-H bond arylation: Selective palladium-catalyzed C2-arylation of N-substituted indoles

(Equation Presented) We present a new, practical method by which N-substituted indoles may be selectively arylated in the C2-position with good yields, low catalyst loadings, and a high degree of functional group tolerance. Our investigation found that two competitive processes, namely, the desired cross-coupling and biphenyl formation, were operative in this reaction. A simple kinetic model was formulated that proved to be instructive and provided useful guidelines for reaction optimization; the approach described within may prove to be useful in other catalytic cross-coupling processes.

N-hydroxyurea derivative and pharmaceutical composition containing the same

An N-hydroxyurea derivative having an antiallergic action or anti-inflammatory action having the formula wherein, either one of R1, R3, and R4 represents A, either one of the other groups of R1, R3, and R4 and R2 represents a 3-pyridyl group or 3-pyridylalkyl group, the remaining groups of R1, R2, R3, and R4 independently represent a hydrogen atom, halogen atom, or a substituted or unsubstituted C1 to C8 alkyl group, R5 represents a hydrogen atom or lower alkyl group, R6 represents a hydrogen atom, lower alkyl group, C3 to C7 cycloalkyl group, or a substituted or unsubstituted phenyl group, where the substituent represents a halogen atom, lower alkyl group, or lower alkoxy group, B represents a bond, C1 to C20 alkylene group, C2 to C8 alkenylene group, or C2 to C8 alkynylene group or B—C(R5) represents a C2 to C6 alkylene group having a benzene ring in the middle thereof or its pharmacologically acceptable salt or the hydrate or solvate thereof.

Indol-2-yltributylstannane: A versatile reagent for 2-substituted indoles

A general method for 2-substituted indoles via the palladium-catalyzed coupling of indol-2-ylstannanes is described. (N-Methylindol-2-yl)tributylstannane (1) reacts with a variety of electrophiles under very mild conditions. [N-tert-Butoxycarbonyl)indol-2