Chemistry is an experimental science, SDS of cas: 1953-54-4, and the best way to enjoy it and learn about it is performing experiments.Introducing a new discovery about 1953-54-4, Name is 5-Hydroxyindole, molecular formula is C8H7NO, belongs to indole-building-block compound. In a document, author is Stylianakis, Ioannis.
The key role of protodeauration in the gold-catalyzed reaction of 1,3-diynes with pyrrole and indole to form complex heterocycles
Indole is a very common structural motif in alkaloids, and a number of them feature remarkable bioactive properties. Due to its relevant role in medicinal chemistry and the pharma-industry, many methods for indole synthesis have been developed, but only a few of them exploit the [4 + 2] approach. Recently a successful attempt at indole and carbazole formation via a formal gold mediated [4 + 2] addition of a diyne to pyrrole and indole rings has been reported by Ohno. A number of intriguing features observed in this reaction are however left to be resolved. We study here the mechanism of the Au-catalyzed reaction of 1,3-diynes with pyrrole and indole rings leading to substituted indoles and carbazoles, respectively. The reaction pathways are found to be significantly more complex than we had anticipated, for instance, in the case of the formation of carbazoles, one competitive route involves the formation of an unexpected spirane intermediate that evolves via a 1,2-alkenyl migration. Beyond this complexity, the current study also serves to highlight the importance of fundamental steps that are often disregarded as kinetically irrelevant, such as the protodeauration of reaction intermediates.
Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 1953-54-4, in my other articles. SDS of cas: 1953-54-4.
Reference:
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study,
,Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles