Efficient three-step sequence for the deamination of α-aminoesters. Application to the synthesis of CysLT1 antagonists

Highly Efficient InBr3 Catalyzed Michael Addition of Indoles to α,β‐Unsaturated Esters

“…16 173.7, 136.9, 127.4, 126.2, 121.5, 118.6, 113.3, 109.1, 51.4, 34.9, 32.4, 20.4. Methyl 3-(1H-indol-3-yl)propanoate 17 1, 122.0, 121.4, 119.3, 118.6, 111.1, 51.1, 34.7, 20.6. Ethyl 3-(1H-indol-3-yl)propanoate 18 1 H NMR (CDCl 3 , 400 MHz) δ: 8.01 (s, 1H), 7.62-7.59 (m, 1H), 7.34-7.31 (m, 1H), 7.…”

Catalytic Diazosulfonylation of Enynals toward Diazoindenes via Oxidative Radical-Triggered 5-exo-trig Carbocyclizations

“…The significant biological interests and synthetic profiles of diazo compounds have triggered the development of novel methods to incorporate diazo functionality into more challenging structures . So far, the vast majority of well-established routes for accessing diazo compounds have been represented by the following: diazotization of activated methylene compounds (Scheme , Route I) and primary amines (Route II), alkaline cleavage of N -alkyl- N -nitrosoureas (Route III), dehydrogenation of hydrazones (Route IV), cleavage by treating sulfonylhydrazones with bases (Route V), and structural modifications of an existing diazo compound (Route VI) . Although significant advances have been made in the past several decades, a few crucial issues still remain in regard to the limited substrate scopes, the use of expensive and toxic transition metals, and the thermal lability of pregenerated diazo precursors and their potential safety concerns.…”