207803-30-3Relevant academic research and scientific papers
Inverse electron demand diels-alder reactions of indole. VI. A fully removable tether for intramolecular reactions with 1,2,4-triazines
Wan, Zhao-Kui,Snyder, John K.
, p. 2487 - 2490 (2007/10/03)
The use of the fully removable β-sulfonoacetyl tether to link indole with 1,2,4-triazines allows for the preparation of β-carbolines unsubstituted at C1 and N9 via an intramolecular inverse electron demand Diels-Alder reaction. Mechanistic studies using 2- and 3-deuterated indole derivatives suggest involvement of a [1,5]-hydride shift following the cycloaddition and loss of N2 that precedes desulfination.
