Key-length extension (KLE) techniques provide a general approach to enhance the security of block ciphers. There are two primary categories of KLE techniques: cascade encryption and XOR-cascade encryption. We present several quantum meet-in-the-middle (MITM) attacks on them. For the two-key triple encryption (2kTE), we propose two quantum MITM attacks under the Q2 model. The first attack, leveraging the quantum claw-finding (QCF) algorithm, achieves a time complexity of \(O(2^{2\kappa /3})\) with \(O(2^{2\kappa /3})\) quantum random access memory (QRAM). The second attack, based on Grover’s algorithm, achieves a time complexity of \(O(2^{\kappa /2})\) with \(O(2^\kappa )\) QRAM. The latter complexity is nearly identical to that of Grover-based brute-force attack against the underlying block cipher, indicating that 2kTE provides no asymptotic security enhancement under the Q2 model. For the 3XOR-cascade encryption (3XCE), we propose a quantum MITM attack applicable to the Q1 model. This attack requires no QRAM and has a time complexity of \(O(2^{(\kappa +n)/2})\) ( \(\kappa \) and n are the key length and block length of the underlying block cipher, respectively), achieving a quadratic speedup over classical MITM attack. Furthermore, we extend the quantum MITM attack to quantum sieve-in-the-middle (SITM) attack, which is applicable to more constructions. We present a general quantum SITM framework for the construction \(ELE=E^2\circ L\circ E^1\) and provide specific attack schemes for three different forms of the middle layer L. The quantum SITM attack technique can be further applied to a broader range of quantum cryptanalysis scenarios.