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RESEARCH LETTERS

MCM-41 mesoporous silica: a highly efficient and recoverable catalyst for rapid synthesis of α-aminonitriles and imines

, ORCID Icon, & ORCID Icon
Pages 36-46 | Received 12 May 2017, Accepted 20 Dec 2017, Published online: 07 Feb 2018

Figures & data

Figure 1. Chemical structure of some pharmaceutically important compounds prepared by the Strecker reaction.

Figure 1. Chemical structure of some pharmaceutically important compounds prepared by the Strecker reaction.

Scheme 1. (A) The Strecker reaction of different aldehydes and amines with TMSCN; and (B) synthesis of imines catalyzed by pure MCM-41 (1a).

Scheme 1. (A) The Strecker reaction of different aldehydes and amines with TMSCN; and (B) synthesis of imines catalyzed by pure MCM-41 (1a).

Scheme 2. Proposed mechanism for the Strecker reaction of aldehydes 2 and amines 3 with TMSCN or the formation of imines (5) catalyzed by pure MCM-41 (1a).

Scheme 2. Proposed mechanism for the Strecker reaction of aldehydes 2 and amines 3 with TMSCN or the formation of imines (5) catalyzed by pure MCM-41 (1a).

Table 1. Three-component Strecker reaction of 4-chlorobenzaldehyde (2a) and aniline (3a) with TMSCN under solvent-free conditions.a

Table 2. Three-component Strecker reaction of various aldehydes 2 and amines 3 with TMSCN catalyzed by pure MCM-41 (1a) under optimal conditions.a

Figure 2. Recyclability of MCM-41 catalyst (1a) for four consecutive runs of the model reaction.

Figure 2. Recyclability of MCM-41 catalyst (1a) for four consecutive runs of the model reaction.

Table 3. Comparison of the catalytic efficiency of MCM-41 with other heterogeneous catalysts for the synthesis of α-aminonitrile 4g.

Table 4. Preparation of different imines 5 by the reaction of aldehydes 2 and amines 3 catalysed by MCM-41 (1a).a

Supplemental material

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