40900-01-4Relevant articles and documents
Substrate-Controlled Regioselective Arylations of 2-Indolylmethanols with Indoles: Synthesis of Bis(indolyl)methane and 3,3′-Bisindole Derivatives
He, Ying-Ying,Sun, Xiao-Xue,Li, Guo-Hao,Mei, Guang-Jian,Shi, Feng
supporting information, p. 2462 - 2471 (2017/03/14)
A substrate-controlled regioselective arylation of 2-indolylmethanols with indoles has been established, which efficiently afforded bis(indolyl)methane and 3,3′-bisindole derivatives in high yields and with a broad substrate scope (up to 98% yield, 36 examples). This approach will not only provide an important strategy for the diversified synthesis of bis(indolyl)methane and 3,3′-bisindole derivatives but also serve as a good example for substrate-controlled regioselective reactions.
CARBON DIOXIDE: A REAGENT FOR THE PROTECTION OF NUCLEOPHILIC CENTRES AND THE SIMULTANEOUS ACTIVATION OF ALTERNATIVE LOCATIONS TO ELECTROPHILIC ATTACK. PART I. A NEW SYNTHETIC METHOD FOR THE 2-SUBSTITUTION OF 1-UNSUBSTITUTED INDOLES.
Katritzky, By Alan R.,Akutagawa, Kunihiko
, p. 5935 - 5938 (2007/10/02)
Indole was converted into several 2-substituted derivatives by using carbon dioxide both for N-protection and to give an intermediate carbanion stabilizing group. t-Butyllithium was used as a lithiating agent at the alpha-carbon atom of the indole enamino group.The resulting 2-substituted indole-1-carboxylic acids underwent smooth thermal decarboxylation under mild conditions.Alternatively, with longer reaction times the protecting group is lost during the reaction.