Sambasivarao KOTHA, Rashid ALI

A simple approach to bis-spirocycles and spiroindole derivatives via green methods such as Fischer indolization, ring-closing metathesis, and Suzuki--Miyaura cross-coupling

ISSN: 1300-0527
Yayın Aralığı: 6
Yayıncı: TÜBİTAK

Anahtar Kelimeler:

Spirocycles, Fischer indolization, ring-closing metathesis, Suzuki coupling, Grubbs' catalyst

A simple approach to bis-spirocycles and spiroindole derivatives via green methods such as Fischer indolization, ring-closing metathesis, and Suzuki--Miyaura cross-coupling

We have developed a simple synthetic methodology for bis-spirocycles and spiroindole derivatives starting with a commercially available 6-bromo-2-tetralone. Here, we have used Fischer indolization, ring-closing metathesis, and Suzuki--Miyaura cross-coupling as key steps to assemble a variety of spirocyclic frameworks. The methodology developed here is simple and it may be useful to prepare various spirocycles containing indole moiety.Generating molecular complexity from simple and readily available starting materials has received a great deal of attention from synthetic chemists. Suzuki coupling and its related processes provide intricate molecular architectures by transforming the C−X bond into a new C−C bond under operationally simple reaction conditions. 1−10 In recent years, spirocycles 11−21 have been found to be useful building blocks in preparative organic chemistry for the construction of theoretically as well as biologically interesting targets. The structures of some biologically important substances (1–6) containing the spiro-linkage are shown in Figure 1. 22,23 In this context, development of simple and green protocols involving short synthetic sequences and minimum amounts of byproducts is highly desirable.

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