Category: 27784-79-8

Remers, William A. published the artcileSynthesis of indoles from 4-oxo-4,5,6,7-tetrahydroindoles. III. Introduction of substituents by electrophilic substitution, Recommanded Product: 2-Bromo-6,7-dihydro-1H-indol-4(5H)-one, the publication is Journal of Organic Chemistry (1971), 36(9), 1241-7, database is CAplus.

The general method of indole synthesis by way of 4-oxo-4,5,6,7-tetrahydroindoles (I) was extended by a variety of electrophilic substitution reactions, including bromination, nitration, acylation, and formylation. An order of selective substitution was established as follows: C-2 > C-3 > C-5, except in certain Vilsmeier-Haack formylations of 2-substituted compounds. When the pyrrole ring of a I was substituted with a strong electron-withdrawing group, electrophilic substitution was diverted to C-5. Most of the 6,7-dihydroindoles prepared in this investigation could be dehydrogenated to the fully aromatic indoles, but many of the new I were resistant to dehydrogenation. Vilsmeier-Haack formylation of certain I led directly to fully aromatic indoles which had a 4-chloro-5-(dimethylaminomethyl) pattern of substitution.

Journal of Organic Chemistry published new progress about 27784-79-8. 27784-79-8 belongs to indole-building-block, auxiliary class Other Aromatic Heterocyclic,Bromide,Ketone, name is 2-Bromo-6,7-dihydro-1H-indol-4(5H)-one, and the molecular formula is C8H8BrNO, Recommanded Product: 2-Bromo-6,7-dihydro-1H-indol-4(5H)-one.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Davies, Huw M. L. published the artcileC-H Activation as a Strategic Reaction: Enantioselective Synthesis of 4-Substituted Indoles, Category: indole-building-block, the publication is Journal of the American Chemical Society (2006), 128(4), 1060-1061, database is CAplus and MEDLINE.

A method is described for the asym. synthesis of 4-substituted indoles, e.g., I, from the Rh₂(S-DOSP)₄-catalyzed decomposition of vinyldiazoacetates in the presence of N-Boc-4-acetoxy-6,7-dihydroindole. The reaction proceeds via a combined C-H activation/Cope rearrangement-elimination mechanism resulting in good yields and very high asym. induction. The absolute configuration of I was determined by X-ray crystallog. of its reduced analog.

Journal of the American Chemical Society published new progress about 27784-79-8. 27784-79-8 belongs to indole-building-block, auxiliary class Other Aromatic Heterocyclic,Bromide,Ketone, name is 2-Bromo-6,7-dihydro-1H-indol-4(5H)-one, and the molecular formula is C8H8BrNO, Category: indole-building-block.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles