A sequential multicomponent reaction between ketoesters, isothiocyanates and 1,2-diaza-1,3-dienes to create 2,5-dihydrothiophenes that can be converted into thiophenes.
An unprecedented
synthesis of polysubstituted indole-fused pyridazines
(azacarbolines) from α-indolylhydrazones under oxidative conditions
using a combination of iodylbenzene (PhIO
2
) and trifluoroacetic
acid (TFA) has been developed. This transformation is conducted without
the need for transition metals, harsh conditions, or an inert atmosphere.
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...
Zn(II)-catalyzed
divergent synthesis of functionalized polycyclic
indolines through formal [3 + 2] and [4 + 2] cycloadditions of indoles
with 1,2-diaza-1,3-dienes (DDs) is reported. The nature and type of
substituents of substrates are found to act as a chemical switch to
trigger two distinct reaction pathways and to obtain two different
types of products upon the influence of the same catalyst. The mechanism
of both [4 + 2] and [3 + 2] cycloadditions was investigated and fully
rationalized by density functional theory (DFT) calculations.
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